naphthoquinones and Sarcoma-180

Drugs containing a quinone moiety, such as anthracyclines, mitoxantrones and lapachol, show excellent anticancer activity. In this study, 2-butanoylamine-1,4-naphthoquinone (1) and 2-propanoylamine-1,4-naphthoquinone (2) derivatives from 2-amine-1 ,4-naphthoquinone were synthesized, and their antitumor activity in mice bearing Sarcoma 180 tumor were examined. In addition, hematology and biochemistry analyses, as well as, histopathological and morphological analyses were performed in order to evaluate the toxicological aspects of the naphthoquinones treatment. Both naphthoquinones showed potente antitumor activity. The inhibition rates were 33.48 and 42.35% for (1) and 37.65 and 55.24% for (2) at the dose of 25 and 50 mg/kg/day, respectively. In the histopathological analysis, the naphthoquinones showed only weak toxicity. Neither enzimatic activity of transaminases (aspartate aminotransferase-AST nor alanine aminotransferase-ALT), urea level nor hematological paramenter were significantly modified after naphthoquinones treatment. These data reinforce the anticancer potential of naphthoquinones derivatives.

Topics: Alanine Transaminase; Anilides; Animals; Antineoplastic Agents; Aspartate Aminotransferases; Blood Cell Count; Body Weight; Female; Kidney; Mice; Naphthoquinones; Neoplasm Transplantation; Organ Size; Sarcoma 180; Urea

A series of nine new compounds bridged by acyl groups at the 5,8-dihydroxyl group of DHNQ were synthesized and their cytotoxic activity against L1210 and P388 cancer cells was examined. Their antitumor action in mice bearing S-180 cells in the peritoneal cavity was also assessed. Increasing the size of the acyl group (compounds 7-9) up to propyl increased the antitumor activity (T/C value), whereas the cytotoxicity of these compounds was comparable against L1210 (lymphocytic leukemia) and P388 (lymphoid neoplasm) cancer cells. Further increasing in the chain length (compounds 11-15) decreased the potency. Thus, acyl group chains of three carbon atoms is optimal for antitumor activity. The most potent compound of this series was 2-[N-methyl-N-(4-methyl-1,3-benzothiazol-2-yl)aminomethyl]-5,8-dipropylcarbonyloxy-1,4-naphthoquinone (compound 9) with a T/C (%) value of 354.

Topics: Animals; Antineoplastic Agents; Drug Screening Assays, Antitumor; Leukemia L1210; Leukemia P388; Male; Mice; Mice, Inbred ICR; Naphthoquinones; Neoplasm Transplantation; Sarcoma 180; Structure-Activity Relationship; Tetrazolium Salts; Thiazoles

Pharmacological studies with an aqueous extract obtained from leaves of Capraria biflora showed potent cytotoxic, analgesic, antimicrobial and anti-inflammatory activities. It has been demonstrated that biflorin possesses an in vitro cytotoxic activity against tumor cells. The in vivo antitumor activity of biflorin was evaluated on two mouse models, sarcoma 180 and Ehrlich carcinoma. Biflorin was active against both tumors with a very similar profile. In addition, biflorin was also able to increase the response elicited by 5-FU in mice inoculated with both tumors. The results showed a decrease in Ki67 staining in tumor cells from treated-animals when compared with non-treated groups, which suggests an inhibition of tumor proliferation rate. Histopathological analysis from kidneys and liver showed that biflorin possessed weak and reversible toxic effects. It was also demonstrated that biflorin acts as an immunoadjuvant agent, rising the production of ovalbumin-specific antibodies and inducing a discreet increase of the white pulp and nest of megakaryocytic in spleen of treated mice, which can be related to its antitumor properties.

Topics: Adjuvants, Immunologic; Animals; Antimetabolites, Antineoplastic; Antineoplastic Agents, Phytogenic; Carcinoma, Ehrlich Tumor; Female; Fluorouracil; Immunohistochemistry; Indicators and Reagents; Ki-67 Antigen; Mice; Naphthoquinones; Neoplasm Transplantation; Ovalbumin; Sarcoma 180; Scrophulariaceae

1,4-Naphthoquinones are widely distributed in nature and many clinically important antitumor drugs containing a quinone moiety, such as anthracyclines, mitoxantrones and saintopin, show excellent anticancer activity. In this study, 2- or 6-substituted 5,8-dimethoxy-1,4-naphthoquinone (DMNQ) and 5,8-dihydroxy-1,4-naphthoquinone (DHNQ) derivatives were synthesized, and their cytotoxic activity against L1210 and P388 cancer cells was examined. Their antitumor activity was also assessed in mice bearing S-180 cells in the peritoneal cavity. In comparison with the DMNQ derivatives, the DHNQ derivatives exhibited more potent bioactivities than the DMNQ derivatives against both L1210 and P388 cells in vitro and S-180 cells in vivo. The ED50 values of the DHNQ derivatives against P388 cells were in the range of 0.18-1.81 microg/mL whereas those of the DMNQ derivatives were in the range of 0.26-40.41 microg/mL. The T/C (%) values of the DHNQ derivatives, 8, 17, 18, 19, and 20, were found to be comparable to or even better than that of adriamycin. It was also observed that the 2-substituted derivatives (8, 19, 20) showed better antitumor activity than the 6-substituted derivatives (7, 17, 18) in the mice bearing S-180 cells in the peritoneal cavity.

Topics: Animals; Antineoplastic Agents; Cell Line, Tumor; Dose-Response Relationship, Drug; Drug Screening Assays, Antitumor; Humans; Male; Mice; Mice, Inbred ICR; Naphthoquinones; Neoplasm Transplantation; Sarcoma 180; Structure-Activity Relationship

2- or 6-substituted BZT-N derivatives were synthesized, and their cytotoxic activity against cancer L1210 and SNU-1 cells was examined. The antitumor action was also assessed in mice bearing S-180 cells in peritoneal cavity. In a comparison, it was found that 6-substituted BZT-N derivatives exhibited higher potencies in both bioactivities than 2-substituted BZT-N derivatives against L1210 cells in in vitro and S-180 in vitro tests exception of compound 36. Interestingly, it was observed that 2-substituted compound 36, which has methyl group at R1 position, exhibited a better antitumor activity than 6-substituted compounds against L1210 and SNU-1 in vitro. The ED50 value of 2-substituted compound 36 against L1210 was found to be comparable to the ED50 value of adriamycin and was even better against the solid cancer cell line SNU-1. It was also observed that 2-substituted compound 36 showed better antitumor activity in mice bearing S-180 cells in the peritoneal cavity. The T/C (%) value of 2-substituted compound 36 was similar to that of adriamycin. Quantitative structure-activity relationship (QSAR) tests reveal that the experimental ED50 values against SNU-1 closely correlate with both the calculated HOMO energies (E(HOMO)) and the measured 1H-NMR chemical shift of 3-H (deltaH). The results suggests that a compound having higher E(HOMO) and deltaH values usually should have a lower ED50 (SNU-1) value.

Topics: Animals; Antineoplastic Agents; Benzothiazoles; Chlorocebus aethiops; Drug Screening Assays, Antitumor; Leukemia L1210; Male; Mice; Mice, Inbred ICR; Naphthoquinones; Sarcoma 180; Thiazoles; Vero Cells

Vitamin K-related analogs induce growth inhibition in various cancer cell lines. A naphthoquinone analog, termed 2,3-dichloro-5, 8-dihydroxy-1,4-naphthoquinone (DDN), induces apoptosis in human promyeloid leukemic HL-60 cells, and shows antitumor activity in vivo. Following treatment with DDN, evidence of apoptosis, including DNA fragmentation and cleavage of poly ADP ribose polymerase (PARP), was observed. DDN induced an upregulation of proapoptotic Bax protein, and Bid cleavage. Antiapoptotic Bcl-2 protein levels were not changed by DDN, but the expression of Bcl-xL was decreased. In addition, DDN reduced the mass of solid tumor in the Sarcoma 180 tumor-bearing mouse model. These results indicate that DDN exerts antitumor activity, which appears to be related to the induction of apoptosis by regulating Bcl-2 family proteins.

Topics: Animals; Antineoplastic Agents; Apoptosis; Blotting, Western; Cell Line, Tumor; Cell Survival; DNA Fragmentation; Humans; Mice; Mice, Inbred ICR; Naphthoquinones; Proto-Oncogene Proteins c-bcl-2; Reverse Transcriptase Polymerase Chain Reaction; RNA, Messenger; Sarcoma 180

Various analogues of 5,8-dimethoxy-1,4-naphthoquinone (DMNQ) such as 2- or 6-(1-hydroxyiminoalkyl)-DMNQs were prepared and evaluated for the antitumor action. (1-Hydroxyiminoalkyl)-DMNQ derivatives expressed greater antitumor action than (1-hydroxyalkyl)- or acyl-DMNQ derivatives. Moreover, 6-(1-hydroxyiminoalkyl)-DMNQ derivatives expressed higher antitumor action than 2-sudstituted ones, suggestive of a steric effect. Some of 6-(1-propyloxyalkyl)-DMNQ derivatives with an alkyl group of butyl to octyl moiety showed T/C values of >400%

Topics: Animals; Antineoplastic Agents; Drug Screening Assays, Antitumor; Male; Mice; Mice, Inbred ICR; Naphthoquinones; Sarcoma 180; Tumor Cells, Cultured

Various analogues of 5,8-dimethoxy-1,4-naphthoquinone (DMNQ) such as 2- or 6-(1-hydroxyiminoalkyl)-DMNQs were prepared and evaluated for the antitumor action. (1-Hydroxyiminoalkyl)-DMNQ derivatives expressed greater antitumor action than (1-hydroxyalkyl)- or acyl-DMNQ derivatives. Moreover, 6-(1-hydroxyiminoalkyl)-DMNQ derivatives expressed higher antitumor action than 2-sudstituted ones, suggestive of a steric effect. Some of 6-(1-propyloxyalkyl)-DMNQ derivatives with an alkyl group of butyl to octyl moiety showed T/C values of >400%.

Topics: Animals; Antineoplastic Agents; Indicators and Reagents; Injections, Intraperitoneal; Male; Mice; Mice, Inbred ICR; Naphthoquinones; Neoplasm Transplantation; Sarcoma 180; Structure-Activity Relationship; Survival Analysis

Thirty six 5,8-dimethoxy-1,4-naphthoquinone derivatives, which bear unsaturated alkyl side chain with ester bond, were synthesized and tested cytotoxic activity on L1210 cells and antitumor activity against ICR mice bearing S-180 cells. It could be recognized that the cytotoxicities of naphthoquinones with R1 being methyl and propyl (IV1-24) were not enhanced by replacing the alkanoyls with alkenoyls. In contrast, the introduction of the alkenoyl moieties on the compounds with R1 = hexyl (IV25-36) resulted in the enhancement of their cytotoxicities. Replacement of alkanoyl group with an alkenoyl group generally increased the T/C value of the mice bearing S-180 cells.

Topics: Animals; Antineoplastic Agents; Drug Evaluation; In Vitro Techniques; Leukemia L1210; Mice; Mice, Inbred ICR; Naphthoquinones; Sarcoma 180; Tumor Cells, Cultured

The rate of the GSH conjugate formation, the inhibition of DNA topoisomerase-I and the cytotoxic activity against L1210 cells of the naphthoquinones showed the same order; 5,8-dimethoxy-1,4-naphthoquinone (DMNQ) > 6-(1-hydroxyethyl)-DMNQ > 2-(1-hydroxyethyl)-DMNQ; the steric hindrance of the substituents, particularly 2-substutuent, in reacting with cellular nucleophiles must be the main cause for lowering the bioactivities. Acetylation of 2-(1-hydroxyethyl)-DMNQ producing 2-(acetyloxyethyl)-DMNQ potentiated the bioactivities; 2-(1-hydroxyethyl)-DMNQ did not react with GSH and the enzyme, and showed ED50 of 0.680 microgram/ml, whereas the values of 2-(1-acetyloxyethyl)-DMNQ were the conjugate formation of 0.14 microM, IC50 value of 81 microM for the enzyme inhibition and ED50 of 0.146 microgram/ml for the cytotoxcity. Furthermore, the acetylation 2-(1-hydroxyethyl)-DMNQ (T/C, 119%) enhanced the T/C values for the mice bearing S-180 tumor [T/C of 2-(1-acetyloxyethyl)-DMNQ, 276%]. It was assumed that the difference in bioactivities ensued by acetylation was based on the mechanism of the so-called bioreductive alkylation.

Topics: Acetylation; Animals; Antineoplastic Agents, Phytogenic; Cell Survival; Enzyme Inhibitors; Glutathione; Leukemia L1210; Male; Mice; Mice, Inbred ICR; Naphthoquinones; Oxidation-Reduction; Sarcoma 180; Topoisomerase I Inhibitors

Plumbagin niosome were prepared using a lipid layer hydration method, and drug entrapment was measured. The acute toxicity studies were conducted following treatment with free and niosomal plumbagin. The antitumour activity of niosomal plumbagin in a solid tumor (sarcoma-180) and Ehrlich ascites model was evaluated. Niosome-encapsulated plumbagin was less toxic than free drug. The antitumour activity of the drug was also better after encapsulation. The better anticancer activity can be justified with the help of LD50 survival studies and study of tumour volume doubling time.

Topics: Animals; Antineoplastic Agents, Phytogenic; Capsules; Carcinoma, Ehrlich Tumor; Chemistry, Pharmaceutical; Dose-Response Relationship, Drug; Drug Carriers; Drug Screening Assays, Antitumor; Liposomes; Mice; Mice, Inbred BALB C; Naphthoquinones; Sarcoma 180; Surface-Active Agents

Bioreducible 2,3-disubstituted 1,4-naphthoquinones have been synthesized and evaluated for anticancer activity by measuring their capacity to prolong the life span of Sarcoma 180 tumor bearing mice. The leaving group in the 2- and 3-positions of these agents significantly influenced the degree of antineoplastic activity, with the most active agents being the methyl sulfonate (5), the methyl carbamate (9), and the 2-chloroethyl carbamate (10) derivatives; when these quinones were administered daily for 6 consecutive days, they produced maximum T/C X 100 values of 232, 266, and 230, respectively.

Topics: Animals; Antineoplastic Agents; Mice; Naphthoquinones; Sarcoma 180

Twelve 1,4-naphthoquinones have been tested against the ascitic form of sarcoma 180 in Swiss mice. Statistical analysis shows that the most important molecular parameter determining their effectiveness in prolonging the life of mice bearing this tumor is their redox potentials. Although the toxicities of the compounds are also related to the redox potentials in the same way, the therapeutic indexes can be increased by adding substituents of greater lipophilicity. The naphthoquinones differ greatly in antitumor activities and may inhibit the growth of malignant cells by different mechanisms.

Topics: Animals; Lethal Dose 50; Magnetic Resonance Spectroscopy; Mathematics; Mice; Naphthoquinones; Sarcoma 180; Structure-Activity Relationship

A number of antineoplastic agents possess both the quinone nucleus and an appropriate substituent that permits them to function as bioreductive alkylating agents. To develop new compounds of this type with unique properties, we have synthesized a series of 2- and 6-methyl-1,4-naphthoquinone derivatives and have evaluated them for antineoplastic activity against Sarcoma 180 ascites cells. Several of these quinones showed antitumor activity, causing significant prolongation of the survival time of tumor-bearing mice. Among the most active agents were the mesylates, tosylates, and N-(chloroethyl)carbamates of 2- and 6-methyl-1,4-naphthoquinone. That bioreductive activation to a quinone methide might be involved in the mechanism of action of these agents was shown by the finding that compounds with the best leaving groups were the most efficacious as antineoplastic agents.

Topics: Alkylating Agents; Animals; Antineoplastic Agents; Chemical Phenomena; Chemistry; Mice; Mice, Inbred Strains; Naphthoquinones; Oxidation-Reduction; Sarcoma 180

A series of potentially bioreductive naphthoquinones were investigated for their effects on rat liver mitochondrial electron transport and energy transfer and their ability to inhibit Sarcoma 180 tumor cell respiration in vitro. It was found that all the naphthoquinones evaluated, inhibited tumor cell respiration and rat liver mitochondrial oxidative metabolism. It was also found that 1,4-naphthoquinones substituted at the 2 and 3 positions were more effective inhibitors of the respiratory and energy transfer systems studied than those substituted at the 2 position only. 2,3-bis(chloromethyl) 1,4-naphthoquinone was found to cause the most rapid onset of inhibition, cause an immediate burst of cyanide insensitive respiration, and cause a preferential reduction of cytochromes c, a and a3 following oxygen depletion.

Topics: Animals; Cattle; Cytochromes; Cytosol; Energy Metabolism; Evoked Potentials; In Vitro Techniques; Mitochondria, Heart; Mitochondria, Liver; Naphthoquinones; Oxidation-Reduction; Oxygen Consumption; Rats; Sarcoma 180

The effect of CMNQ was studied on mitochondria isolated from S-180 ascites tumor cells. It was found that the primary metabolic event upon addition of CMNQ to S-180 mitochondria was a stimulation of oxygen uptake. The oxygen utilization rate was maximized at about 50 nmoles CMNQ/mg protein; at doses higher than this, inhibition of respiration was observed relative to the stimulation of respiration produced by CCCP. It was also up to 50 nmoles CMNQ/mg protein. S-180 ATPase activity is stimulated maximally by 125 nmoles CMNQ/mg protein; at doses higher than this, slight inhibition of the ATPase activity relative to the stimulation produced by CCCP is seen. In vivo treatment of CMNQ to tumor bearing animals leads to a significant reduction of in vitro S-180 cellular respiration rates. The data presented in this work coupled with previously published reports involving CMNQ support the proposal for a mitochondrial level of action for this bioreductive alkylating antineoplastic agent.

Topics: Adenosine Diphosphate; Adenosine Triphosphatases; Animals; Carbonyl Cyanide m-Chlorophenyl Hydrazone; Kinetics; Mice; Mitochondria; Naphthoquinones; Oxidative Phosphorylation; Oxygen Consumption; Sarcoma 180; Succinates

Topics: Animals; Antibiotics, Antineoplastic; Catalase; Hydrogen Peroxide; In Vitro Techniques; Lipid Metabolism; Male; Mice; Microsomes; Mitochondria; Naphthoquinones; Oxidation-Reduction; Peroxides; Sarcoma 180; Stimulation, Chemical; Superoxide Dismutase; Superoxides

The bioreductive alkylating agent, 2,3-bis(chloromethyl)-1,4-napthoquinone (CMNQ), has been shown to inhibit the growth of Sarcoma 180 ascites cells in vivo. Evidence for the reductive activation of this agent via the mitochondrial respiratory chain was provided by CMNQ-induced oxidation of reduced nicotinamide adenine dinucleotide; the interaction was shown to be on the substrate side of the site of rotenone inhibition. Consistent with the concept that reduction of CMNQ to a hydroquinone results in the generation of an alkylating species (i.e., a quinone methide) was the finding that radioactivity from [14C]CMNQ present in Sarcoma 180 ascites cells was associated with DNA, RNA, and protein for a period of up to 72 hr after exposure to tumor-bearing animals to this agent. Inhibition of the incorporation of [3H]thymidine, [3H]uridine, and [14C]leucine into DNA, RNA, and protein, respectively, of Sarcoma 180 ascites cells was produced by this agent, with DNA biosynthesis being the most susceptible. The inhibitory effect of CMNQ on the formation of DNA was, at least in part, the result of a prevention of the conversion of thymidine to its nucleotide forms. This action was due to (a) a drug-induced decrease in intracellular levels of adenosine 5'-triphosphate, presumably resulting from uncoupling of oxidative phosphorylation by CMNQ; and (b) a partial loss of thymidine kinase activity in Sarcoma 180 cells, which did not appear to be due to direct inhibition of the enzyme by the drug. Although the primary event produced by CMNQ at the mitochondrial level appeared to be release of respiratory control, other effects of mitochondrial metabolism occurred. These included inhibition of reduced nicotinamide adenine dinucleotide and succinoxidase activities, as previously demonstrated, and mitochondrial swelling, which suggested interaction of CMNQ with the inner mitochondrial membrane. These findings indicate a variety of biochemical lesions are associated with the antineoplastic activity of CMNQ and demonstrate a relationship between the effects of this drug on mitochondrial respiratory control and DNA biosynthesis.

Topics: Adenosine Diphosphate; Adenosine Triphosphate; Alkylating Agents; Animals; Cattle; DNA, Neoplasm; Female; In Vitro Techniques; Mice; Mice, Inbred Strains; Mitochondria, Liver; Mitochondria, Muscle; Mitochondrial Swelling; Myocardium; NAD; Naphthoquinones; Neoplasm Proteins; Oxygen Consumption; Rats; RNA, Neoplasm; Sarcoma 180; Thymidine Kinase; Vitamin K

Functional groups such as nitro, chloro, bromo, and methoxy were introduced in the meta and para positions of the phenyl ring of the antineoplastic agent 2-chloromethyl-3-phenyl-1,4-naphthoquinone. Tests for tumor-inhibitory potency of these derivatives against Sarcoma 180 ascites cells in mice indicated that the para-substituted methoxyphenyl, chlorophenyl, and bromophenyl derivatives possessed antitumor activity comparable to that of the parent compound 2-chloromethyl-3-phenyl-1,4-naphthoquinone, whereas meta-substituted nitro and bromo derivatives were either inactive or only weakly active anticancer agents in this system.

Topics: Alkylating Agents; Animals; Drug Administration Schedule; Mice; Mice, Inbred Strains; Naphthoquinones; Sarcoma 180; Structure-Activity Relationship

Some 2,3-bis(substituted methyl)naphthazarins and related compounds were synthesized by the Diels-Alder reaction of benzoquinone and 2,3-dimethylbutadiene followed by oxidation and substitution reactions. These compounds were prepared as potential biological alkylating agents. Screening results indicated that 1,4-diacetyl-6,7-dimethyl-4a,5,8,8a-tetrahydronaphthalene and 5,8-bis(benzoyloxy)-2,3-dimethyl-1,4-naphthoquinone possessed borderline activity against leukemia P388 and that naphthazarin diacetate possessed confirmed cytotoxicity against the cell culture of human epidermoid carcinoma of the nasopharynx.

Topics: Animals; Antineoplastic Agents; Carcinoma 256, Walker; Carcinoma, Ehrlich Tumor; Leukemia L1210; Leukemia, Experimental; Mice; Naphthoquinones; Osteosarcoma; Sarcoma 180; Sarcoma, Experimental

Topics: Animals; Antineoplastic Agents; Bacterial Proteins; Carcinoma, Ehrlich Tumor; DNA; Escherichia coli; Hydroxylamines; Leukemia L1210; Mice; Naphthoquinones; Neoplasm Proteins; RNA; Sarcoma 180

A number of 2-chloromethyl and 2-bromomethyl derivatives of naphthoquinones, quinolinediones, and naphthazarins were designed and synthesized as potential bioreductive alkylating agents, and the antitumor activity of these compounds was assessed in mice bearing Sarcoma 180 ascites cells. The results indicated that, with the exception of 3-benzamido-2-chloromethyl-1,4-naphthoquinone, which was inactive, all newly synthesized naphthoquinones possessed strong antitumor activity against this neoplasm. 6,7-Bis(bromomethyl)quinoline-5,8-dione had moderate inhibitory activity against Sarcoma 180 at its optimal daily dosage level of 15 mg/kg. 3-Bromo-2-bromomethyl- and 3-bromo-2-chloromethylnaphthazarin produced a moderate extension of the life span of tumor-bearing mice; whereas, in contrast, 6,7-dimethyl analogs of these agents were inactive when employed in daily doses up to 40 mg/kg body weight.

Topics: Alkylating Agents; Animals; Mice; Naphthoquinones; Quinolines; Sarcoma 180

Topics: Alkylating Agents; Animals; Cattle; Electron Transport; In Vitro Techniques; Lipid Metabolism; Mice; Mice, Inbred Strains; Mitochondria, Muscle; Myocardium; NADH, NADPH Oxidoreductases; Naphthoquinones; Palmitic Acids; Quinones; Sarcoma 180; Structure-Activity Relationship; Succinate Dehydrogenase; Ubiquinone

Topics: Adenocarcinoma; Animals; Anthraquinones; Antineoplastic Agents; Carcinoma; Carcinoma 256, Walker; Cell Line; Leukemia L1210; Mouth Neoplasms; Naphthoquinones; Quinones; Sarcoma 180; Structure-Activity Relationship

Topics: Animals; Anthraquinones; Antineoplastic Agents; Azirines; Bridged-Ring Compounds; Carcinoma 256, Walker; Daunorubicin; Drug Evaluation, Preclinical; Heterocyclic Compounds; L-Lactate Dehydrogenase; Leukemia L1210; Mice; Mitomycins; Naphthoquinones; Neoplasms, Experimental; Quinones; Sarcoma 180; Streptonigrin; Structure-Activity Relationship

Topics: Adenocarcinoma; Alkylating Agents; Animals; Antineoplastic Agents; Cattle; DNA, Neoplasm; Electron Transport; Mice; Mice, Inbred Strains; Mitochondria, Muscle; NADH, NADPH Oxidoreductases; Naphthoquinones; Neoplasms, Experimental; RNA, Neoplasm; Sarcoma 180; Succinate Dehydrogenase

Topics: Animals; Anti-Bacterial Agents; Antineoplastic Agents; Bacteria; Drug Resistance, Microbial; Evaluation Studies as Topic; Mice; Naphthoquinones; Plant Extracts; Plants; Sarcoma 180; Sarcoma, Yoshida

Topics: Animals; Antineoplastic Agents; Carcinoma, Ehrlich Tumor; Mice; Naphthoquinones; Sarcoma 180

Topics: Adenocarcinoma; Animals; Antineoplastic Agents; Carcinoma, Ehrlich Tumor; Cricetinae; Leukocyte Count; Mammary Neoplasms, Experimental; Mice; Naphthoquinones; Neoplasm Transplantation; Neoplasms, Experimental; Sarcoma 180