cleistopholine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

cleistopholine: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	457732
CHEMBL ID	444067
SCHEMBL ID	6358965
MeSH ID	M0499318

Synonyms (8)

Synonym
cleistopholine
CHEMBL444067
96889-94-0
4-methylbenzo(g)quinoline-5,10-dione
c14h9no2
SCHEMBL6358965
GVRYUHXXENMGEV-UHFFFAOYSA-N
DTXSID30242618

Research Excerpts

Overview

Cleistopholine is a natural alkaloid present in plants with numerous biological activities.

Excerpt	Reference	Relevance
"Cleistopholine is a natural alkaloid present in plants with numerous biological activities. "	( Cleistopholine isolated from Enicosanthellum pulchrum exhibits apoptogenic properties in human ovarian cancer cells. Ali, HM; Dehghan, F; Hashim, NM; Karimian, H; Majid, NA; Mohan, S; Nordin, N; Rahman, MA, 2016)	3.32

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (30)

Assay ID	Title	Year	Journal	Article
AID360353	Cytotoxicity against human HepG2(2.2.15) cells by MTT assay	2001	Journal of natural products, May, Volume: 64, Issue:5	Cytotoxic constituents of the fruits of Cananga odorata.
AID1668165	Inhibition of alpha-glucosidase (unknown origin) using p-nitrophenyl alpha-D-glucoside as substrate preincubated for 10 mins followed by substrate addition measured after 20 mins by colorimetric assay	2020	Bioorganic & medicinal chemistry, 05-15, Volume: 28, Issue:10	α-Glucosidase inhibitory and nitric oxide production inhibitory activities of alkaloids isolated from a twig extract of Polyalthia cinnamomea.
AID39700	In vitro antifungal activity against Aspergillus fumigatus ATCC 26934.	1992	Journal of medicinal chemistry, Oct-30, Volume: 35, Issue:22	Copyrine alkaloids: synthesis, spectroscopic characterization, and antimycotic/antimycobacterial activity of A- and B-ring-functionalized sampangines.
AID245052	Minimum inhibitory concentration against Schizosaccharomyces pombe	2005	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 15, Issue:4	Structure-activity relations of azafluorenone and azaanthraquinone as antimicrobial compounds.
AID336957	Cytotoxicity against human Raji cells assessed as cell viability at 1000 molar ratio
AID336956	Inhibition of TPA-induced EBV-early antigen activation in human Raji cells at 10 molar ratio after 48 hrs by indirect immunofluorescence technique relative to TPA
AID244927	Minimum inhibitory concentration against Escherichia coli	2005	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 15, Issue:4	Structure-activity relations of azafluorenone and azaanthraquinone as antimicrobial compounds.
AID244893	Minimum inhibitory concentration against Mucor mucedo	2005	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 15, Issue:4	Structure-activity relations of azafluorenone and azaanthraquinone as antimicrobial compounds.
AID45479	In vitro antifungal activity against Candida albicans B311.	1992	Journal of medicinal chemistry, Oct-30, Volume: 35, Issue:22	Copyrine alkaloids: synthesis, spectroscopic characterization, and antimycotic/antimycobacterial activity of A- and B-ring-functionalized sampangines.
AID360352	Cytotoxicity against human HepG2 cells by MTT assay	2001	Journal of natural products, May, Volume: 64, Issue:5	Cytotoxic constituents of the fruits of Cananga odorata.
AID336959	Cytotoxicity against human Raji cells assessed as cell viability at 100 molar ratio
AID244976	Minimum inhibitory concentration against Rhizopus chinensis	2005	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 15, Issue:4	Structure-activity relations of azafluorenone and azaanthraquinone as antimicrobial compounds.
AID244917	Minimum inhibitory concentration against Candida utilis	2005	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 15, Issue:4	Structure-activity relations of azafluorenone and azaanthraquinone as antimicrobial compounds.
AID244928	Minimum inhibitory concentration against Proteus vulgaris	2005	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 15, Issue:4	Structure-activity relations of azafluorenone and azaanthraquinone as antimicrobial compounds.
AID245030	Minimum inhibitory concentration against Penicillium chrysogenum	2005	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 15, Issue:4	Structure-activity relations of azafluorenone and azaanthraquinone as antimicrobial compounds.
AID55038	In vitro anti-mycobacterial activity against Cryptococcus neoformans ATCC 32264.	1992	Journal of medicinal chemistry, Oct-30, Volume: 35, Issue:22	Copyrine alkaloids: synthesis, spectroscopic characterization, and antimycotic/antimycobacterial activity of A- and B-ring-functionalized sampangines.
AID336960	Cytotoxicity against human Raji cells assessed as cell viability at 10 molar ratio
AID336953	Inhibition of TPA-induced EBV-early antigen activation in human Raji cells at 1000 molar ratio after 48 hrs by indirect immunofluorescence technique relative to TPA
AID336954	Inhibition of TPA-induced EBV-early antigen activation in human Raji cells at 500 molar ratio after 48 hrs by indirect immunofluorescence technique relative to TPA
AID336958	Cytotoxicity against human Raji cells assessed as cell viability at 500 molar ratio
AID774608	Antimicrobial activity against Mycobacterium intracellulare	2013	European journal of medicinal chemistry, Sep, Volume: 67	Synthesis and antimycobacterial activity of analogues of the bioactive natural products sampangine and cleistopholine.
AID245019	Minimum inhibitory concentration against Pseudomonas aeruginosa	2005	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 15, Issue:4	Structure-activity relations of azafluorenone and azaanthraquinone as antimicrobial compounds.
AID245041	Minimum inhibitory concentration against Saccharomyces cerevisiae	2005	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 15, Issue:4	Structure-activity relations of azafluorenone and azaanthraquinone as antimicrobial compounds.
AID244960	Minimum inhibitory concentration against Rhodotorula rubra	2005	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 15, Issue:4	Structure-activity relations of azafluorenone and azaanthraquinone as antimicrobial compounds.
AID336955	Inhibition of TPA-induced EBV-early antigen activation in human Raji cells at 100 molar ratio after 48 hrs by indirect immunofluorescence technique relative to TPA
AID144140	In vitro anti-mycobacterial activity against Mycobacterium intracellular ATCC 23068.	1992	Journal of medicinal chemistry, Oct-30, Volume: 35, Issue:22	Copyrine alkaloids: synthesis, spectroscopic characterization, and antimycotic/antimycobacterial activity of A- and B-ring-functionalized sampangines.
AID244959	Minimum inhibitory concentration against Bacillus subtilis	2005	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 15, Issue:4	Structure-activity relations of azafluorenone and azaanthraquinone as antimicrobial compounds.
AID244958	Minimum inhibitory concentration against Aspergillus niger	2005	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 15, Issue:4	Structure-activity relations of azafluorenone and azaanthraquinone as antimicrobial compounds.
AID245006	Minimum inhibitory concentration against Staphylococcus aureus	2005	Bioorganic & medicinal chemistry letters, Feb-15, Volume: 15, Issue:4	Structure-activity relations of azafluorenone and azaanthraquinone as antimicrobial compounds.
AID1872633	Antibacterial activity against Mycobacterium tuberculosis incubated for 5 days by Alamar blue staining method	2022	European journal of medicinal chemistry, Mar-15, Volume: 232	Quinoline heterocyclic containing plant and marine candidates against drug-resistant Mycobacterium tuberculosis: A systematic drug-ability investigation.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	1 (10.00)	18.2507
2000's	4 (40.00)	29.6817
2010's	3 (30.00)	24.3611
2020's	2 (20.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	11 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
chelerythrine chelerythrine : A benzophenanthridine alkaloid isolated from the root of Zanthoxylum simulans, Chelidonium majus L., and other Papaveraceae.	2.41	1	benzophenanthridine alkaloid; organic cation	antibacterial agent; antineoplastic agent; EC 2.7.11.13 (protein kinase C) inhibitor
indomethacin Indomethacin: A non-steroidal anti-inflammatory agent (NSAID) that inhibits CYCLOOXYGENASE, which is necessary for the formation of PROSTAGLANDINS and other AUTACOIDS. It also inhibits the motility of POLYMORPHONUCLEAR LEUKOCYTES.. indometacin : A member of the class of indole-3-acetic acids that is indole-3-acetic acid in which the indole ring is substituted at positions 1, 2 and 5 by p-chlorobenzoyl, methyl, and methoxy groups, respectively. A non-steroidal anti-inflammatory drug, it is used in the treatment of musculoskeletal and joint disorders including osteoarthritis, rheumatoid arthritis, gout, bursitis and tendinitis.	2.25	1	aromatic ether; indole-3-acetic acids; monochlorobenzenes; N-acylindole	analgesic; drug metabolite; EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor; environmental contaminant; gout suppressant; non-steroidal anti-inflammatory drug; xenobiotic metabolite; xenobiotic
isoniazid Hydra: A genus of freshwater polyps in the family Hydridae, order Hydroida, class HYDROZOA. They are of special interest because of their complex organization and because their adult organization corresponds roughly to the gastrula of higher animals.. hydrazide : Compounds derived from oxoacids RkE(=O)l(OH)m (l =/= 0) by replacing -OH by -NRNR2 (R groups are commonly H). (IUPAC).	2.08	1	carbohydrazide	antitubercular agent; drug allergen
nitidine nitidine: RN given refers to parent cpd; synonym NSC 146397 refers to chloride; structure	2.41	1	phenanthridines
sanguinarine benzophenanthridine alkaloid : A specific group of isoquinoline alkaloids that occur only in higher plants and are constituents mainly of the Papaveraceae family.	2.41	1	alkaloid antibiotic; benzophenanthridine alkaloid; botanical anti-fungal agent
liriodenine liriodenine: structure given in first source. liriodenine : An oxoaporphine alkaloid that is 4,5,6,6a-tetradehydronoraporphin-7-one substituted by a methylenedioxy group across positions 1 and 2. It is isolated from Annona glabra and has been shown to exhibit antimicrobial and cytotoxic activities.	2.72	2	alkaloid antibiotic; cyclic ketone; organic heteropentacyclic compound; oxacycle; oxoaporphine alkaloid	antifungal agent; antimicrobial agent; antineoplastic agent; EC 3.1.1.7 (acetylcholinesterase) inhibitor; EC 3.2.1.20 (alpha-glucosidase) inhibitor; metabolite
ferrocin c N-methyl-2-quinolone: structure in first source	2.41	1
streptomycin [no description available]	2.08	1	antibiotic antifungal drug; antibiotic fungicide; streptomycins	antibacterial drug; antifungal agrochemical; antimicrobial agent; antimicrobial drug; bacterial metabolite; protein synthesis inhibitor
acarbose [no description available]	2.25	1	tetrasaccharide derivative	EC 3.2.1.1 (alpha-amylase) inhibitor; EC 3.2.1.20 (alpha-glucosidase) inhibitor; geroprotector; hypoglycemic agent
onychine onychine: from Cleistopholis patens; structure given in first source; RN from Chem Abst. Index Guide 1986	2.02	1
cryptolepine cryptolepine: fused indole-quinoline; structure in first source; from CRYPTOLEPIS sanguinolenta. cryptolepine : An organic heterotetracyclic compound that is 5H-indolo[3,2-b]quinoline in which the hydrogen at position N-5 is replaced by a methyl group.	2.41	1	indole alkaloid; organic heterotetracyclic compound; organonitrogen heterocyclic compound	anti-inflammatory agent; antimalarial; antineoplastic agent; cysteine protease inhibitor; plant metabolite
benzo(g)isoquinoline-5,10-dione benzo(g)isoquinoline-5,10-dione: insect teratogen	2.02	1
lysicamine lysicamine: oxoaporphine alkaloid; structure in first source	2	1	alkaloid antibiotic; oxoaporphine alkaloid	metabolite
chelirubine chelirubine: RN given refers to parent cpd. chelirubine : A benzophenanthridine alkaloid that is sanguinarine bearing a methoxy substituent at position 10.	2.41	1	benzophenanthridine alkaloid; organic cation
dicentrinone dicentrinone: from Ocotea leucoxylon; structure in first source	2.41	1
ascididemin ascididemin: can be viewed as a fused phenanthroline with quinoline; from the Mediterranean ascidian Cystodytes dellechiajei; structure in first source	2.57	2
sampangine sampangine: a plant-derived copyrine alkaloid extracted from the stem bark of Cananga odorata. sampangine : A copyrine alkaloid with formula C15H8N2O, extracted from several plants including the stem bark of Cananga odorata. It is a heme biosynthesis inhibitor and exhibits antifungal and anticancer properties.	2.71	3	alkaloid; organic heterotetracyclic compound	antifungal agent; plant metabolite
neocryptolepine neocryptolepine: isolated from the roots of the African plant Cryptolepis sanguinolenta; structure in first source	2.41	1
feruloyltyramine feruloyltyramine: structure given in first source; isolated from Cannabis sativa seeds, roots, leaves, and resin; induces hypothermia and motor incoordination in mice; moupinamide is (E)-isomer	2	1	tyramines	metabolite
amphotericin b Amphotericin B: Macrolide antifungal antibiotic produced by Streptomyces nodosus obtained from soil of the Orinoco river region of Venezuela.. amphotericin B : A macrolide antibiotic used to treat potentially life-threatening fungal infections.	1.98	1	antibiotic antifungal drug; macrolide antibiotic; polyene antibiotic	antiamoebic agent; antiprotozoal drug; bacterial metabolite
evocarpine evocarpine: structure given in first source; RN given refers to (Z)-isomer	2.41	1	quinolines
gamma-eudesmol gamma-eudesmol: isomer of beta-eudesmol; found in plants and fungi. gamma-eudesmol : A eudesmane sesquiterpenoid in which the eudesmane skeleton carries a hydroxy substituent at C-11 and has a double bond between C-4 and C-5.	2	1	eudesmane sesquiterpenoid	volatile oil component
marcanine a marcanine A: from autosensitized photooxidation of kalasinamide from stem of Polyalthia suberosa; also isolated from Goniothalamus and Annona sp.; has antimalarial and anti-HIV activity; structure in first source	2.25	1
cytochrome c-t Cytochromes c: Cytochromes of the c type that are found in eukaryotic MITOCHONDRIA. They serve as redox intermediates that accept electrons from MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX III and transfer them to MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX IV.	2.13	1
rifampin Rifampin: A semisynthetic antibiotic produced from Streptomyces mediterranei. It has a broad antibacterial spectrum, including activity against several forms of Mycobacterium. In susceptible organisms it inhibits DNA-dependent RNA polymerase activity by forming a stable complex with the enzyme. It thus suppresses the initiation of RNA synthesis. Rifampin is bactericidal, and acts on both intracellular and extracellular organisms. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p1160)	2.42	2	cyclic ketal; hydrazone; N-iminopiperazine; N-methylpiperazine; rifamycins; semisynthetic derivative; zwitterion	angiogenesis inhibitor; antiamoebic agent; antineoplastic agent; antitubercular agent; DNA synthesis inhibitor; EC 2.7.7.6 (RNA polymerase) inhibitor; Escherichia coli metabolite; geroprotector; leprostatic drug; neuroprotective agent; pregnane X receptor agonist; protein synthesis inhibitor

Condition	Relationship Strength	Studies
AIDS-Related Opportunistic Infections Opportunistic infections found in patients who test positive for human immunodeficiency virus (HIV). The most common include PNEUMOCYSTIS PNEUMONIA, Kaposi's sarcoma, cryptosporidiosis, herpes simplex, toxoplasmosis, cryptococcosis, and infections with Mycobacterium avium complex, Microsporidium, and Cytomegalovirus.	1.98	1
Tuberculosis, Drug-Resistant [description not available]	2.41	1
Koch's Disease [description not available]	2.41	1
Tuberculosis Any of the infectious diseases of man and other animals caused by species of MYCOBACTERIUM TUBERCULOSIS.	2.41	1
Tuberculosis, Multidrug-Resistant Tuberculosis resistant to chemotherapy with two or more ANTITUBERCULAR AGENTS, including at least ISONIAZID and RIFAMPICIN. The problem of resistance is particularly troublesome in tuberculous OPPORTUNISTIC INFECTIONS associated with HIV INFECTIONS. It requires the use of second line drugs which are more toxic than the first line regimens. TB with isolates that have developed further resistance to at least three of the six classes of second line drugs is defined as EXTENSIVELY DRUG-RESISTANT TUBERCULOSIS.	2.41	1
Cancer of Ovary [description not available]	2.13	1
Ovarian Neoplasms Tumors or cancer of the OVARY. These neoplasms can be benign or malignant. They are classified according to the tissue of origin, such as the surface EPITHELIUM, the stromal endocrine cells, and the totipotent GERM CELLS.	2.13	1

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