Compounds > fredericamycin a
Page last updated: 2024-10-15

fredericamycin a

Description

fredericamycin A: from Streptomyces griseus (FCRC-48) [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID135427349
CHEMBL ID256952
SCHEMBL ID2137782
MeSH IDM0066818

Synonyms (15)

Synonym
fcrc-a48
nsc-305263
fredericamycin a
80455-68-1
CHEMBL256952
fdm a
SCHEMBL2137782
spiro(2h-benz(f)indene-2,8'-(8h)cyclopent(g)isoquinoline)-1,1',3,5,8,(2'h)-pentone, 6',7'-dihydro-4,9,9'-trihydroxy-6-methoxy-3'-(1,3-pentadienyl)-, (e,e)-
spiro(2h-benz(f)indene-2,8'-(8h)cyclopent(g)isoquinoline)-1,1',3,5,8(2'h)-pentone, 6',7'-dihydro-4,9,9'-trihydroxy-6-methoxy-3'-(1,3-pentadienyl)-, (e,e)-
unii-wsy58qc629
wsy58qc629 ,
fredericamycin a [mi]
spiro(2h-benz(f)indene-2,8'-(8h)cyclopent(g)isoquinoline)-1,1',3,5,8(2'h)-pentone, 6',7'-dihydro-4,9,9'-trihydroxy-6-methoxy-3'-(1e,3e)-1,3-pentadien-1-yl-, (2s)-
Q27292813
DTXSID001043900

Research Excerpts

Overview

Fredericamycin A is a novel antibiotic produced by a soil isolate of Streptomyces griseus (FCRC-48) It exhibits modest antitumor activity in vitro, but, its functions in vivo are poorly understood.

ExcerptReference
"Fredericamycin A (FMA) is an antibiotic product of Streptomyces griseus that exhibits modest antitumor activity in vivo and in vitro, but, its functions in vivo are poorly understood. "( Fredericamycin A affects mitochondrial inheritance and morphology in Saccharomyces cerevisiae.
Imamura, Y; Kimura, K; Ojika, M; Sakagami, Y; Suzuki, Y; Takahashi, H; Tsuchiya, E; Yukawa, M, 2005)
"Fredericamycin A is a novel antibiotic produced by a soil isolate of Streptomyces griseus (FCRC-48). "( Fredericamycin A, a new antitumor antibiotic. II. Biological properties.
Byrne, KM; Pandey, RC; Warnick-Pickle, DJ; White, RJ, 1981)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (8)

Assay IDTitleYearJournalArticle
AID328925Cytotoxicity against human HCT15 cells by calcein AM/AthD1 fluorometric detection2008Journal of natural products, Mar, Volume: 71, Issue:3
Identification of fredericamycin E from Streptomyces griseus: Insights into fredericamycin A biosynthesis highlighting carbaspirocycle formation.
AID265842Cytotoxicity against panel of 12 cell lines (LCL H460, MACL MCF7, LXFL 529L, LXFA 629L, MEXF 462NL, MEXF 514L, MAXF 401NL, RXF 944L, RXF 486L, UXF 1138L, PR PC3M, PRCL 22RV1)2006Bioorganic & medicinal chemistry letters, Jun-15, Volume: 16, Issue:12
Design and semisynthesis of novel fredericamycin A derivatives with an improved antitumor profile.
AID328924Cytotoxicity against human Du145 cells by calcein AM/AthD1 fluorometric detection2008Journal of natural products, Mar, Volume: 71, Issue:3
Identification of fredericamycin E from Streptomyces griseus: Insights into fredericamycin A biosynthesis highlighting carbaspirocycle formation.
AID328927Cytotoxicity against human MCF7 cells by calcein AM/AthD1 fluorometric detection2008Journal of natural products, Mar, Volume: 71, Issue:3
Identification of fredericamycin E from Streptomyces griseus: Insights into fredericamycin A biosynthesis highlighting carbaspirocycle formation.
AID265841Inhibition of cell viability of panel of 10 cell lines (LCL H460, MACL MCF7, LXFL 529L, LXFA 629L, MEXF 462NL, MEXF 514L, MAXF 401NL, RXF 944L, RXF 486L, UXF 1138L) at 1 ug/mL2006Bioorganic & medicinal chemistry letters, Jun-15, Volume: 16, Issue:12
Design and semisynthesis of novel fredericamycin A derivatives with an improved antitumor profile.
AID328926Cytotoxicity against human HT29 cells by calcein AM/AthD1 fluorometric detection2008Journal of natural products, Mar, Volume: 71, Issue:3
Identification of fredericamycin E from Streptomyces griseus: Insights into fredericamycin A biosynthesis highlighting carbaspirocycle formation.
AID328928Cytotoxicity against human A549 cells by calcein AM/AthD1 fluorometric detection2008Journal of natural products, Mar, Volume: 71, Issue:3
Identification of fredericamycin E from Streptomyces griseus: Insights into fredericamycin A biosynthesis highlighting carbaspirocycle formation.
AID328923Cytotoxicity against mouse P388D1 cells by calcein AM/AthD1 fluorometric detection2008Journal of natural products, Mar, Volume: 71, Issue:3
Identification of fredericamycin E from Streptomyces griseus: Insights into fredericamycin A biosynthesis highlighting carbaspirocycle formation.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (25)

TimeframeStudies, This Drug (%)All Drugs %
pre-19907 (28.00)18.7374
1990's1 (4.00)18.2507
2000's13 (52.00)29.6817
2010's3 (12.00)24.3611
2020's1 (4.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews3 (12.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other22 (88.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
1-anilino-8-naphthalenesulfonate
1-anilino-8-naphthalenesulfonate: RN given refers to parent cpd. 8-anilinonaphthalene-1-sulfonic acid : A naphthalenesulfonic acid that is naphthalene-1-sulfonic acid substituted by a phenylamino group at position 8.		3.830aminonaphthalene;
naphthalenesulfonic acid		fluorescent probe
5,5-dimethyl-1-pyrroline-1-oxide
5,5-dimethyl-1-pyrroline-1-oxide: do not confuse with DMPO (4',5'-dihydroxy-7-methoxy-4-phenyl-5,2'-oxidocoumarin). 5,5-dimethyl-1-pyrroline N-oxide : A member of the class of 1-pyrroline nitrones (1-pyrroline N-oxides) resulting from the formal N-oxidation of 5,5-dimethyl-1-pyrroline. Used as a spin trap for the study of radicals formed by enzymatic acetaldehyde oxidation.		1.97101-pyrroline nitronesneuroprotective agent;
spin trapping reagent
asparagine
Asparagine: A non-essential amino acid that is involved in the metabolic control of cell functions in nerve and brain tissue. It is biosynthesized from ASPARTIC ACID and AMMONIA by asparagine synthetase. (From Concise Encyclopedia Biochemistry and Molecular Biology, 3rd ed). asparagine : An alpha-amino acid in which one of the hydrogens attached to the alpha-carbon of glycine is substituted by a 2-amino-2-oxoethyl group.		2.0510amino acid zwitterion;
asparagine;
aspartate family amino acid;
L-alpha-amino acid;
proteinogenic amino acid		Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
plant metabolite;
Saccharomyces cerevisiae metabolite
camptothecin
NSC 100880: carboxylate (opened lactone) form of camptothecin; RN refers to (S)-isomer; structure given in first source		2.0310delta-lactone;
pyranoindolizinoquinoline;
quinoline alkaloid;
tertiary alcohol		antineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
genotoxin;
plant metabolite
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		2.0310taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
etoposide
[no description available]		1.9710beta-D-glucoside;
furonaphthodioxole;
organic heterotetracyclic compound		antineoplastic agent;
DNA synthesis inhibitor
stenine
stenine: from Stemona tuberosa; structure in first source		3.3510
sch 642305
Sch 642305: a bicyclic 10-membered macrolide; bacterial DNA primase inhibitor produced by Penicillium verrucosum; structure in first source. sch 642305 : A macrocyclic lactone isolated from the fermentation broth of the fungal culture Penicillium verrucosum and has been shown to exhibit inhibitory activity against bacterial DNA primase enzyme.		3.3510enone;
macrocyclic lactone		EC 2.7.7.6 (RNA polymerase) inhibitor;
Penicillium metabolite
merbarone
merbarone: structure given in first source		1.9710
genistein
[no description available]		1.97107-hydroxyisoflavonesantineoplastic agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
geroprotector;
human urinary metabolite;
phytoestrogen;
plant metabolite;
tyrosine kinase inhibitor
scyphostatin
scyphostatin: a neutral sphingomyelinase inhibitor isolated from Trichopeziza mollissima; structure in first source		3.3510cyclohexenones
clavolonine
clavolonine: structure in first source		3.3510
ConditionIndicatedRelationship StrengthStudiesTrials
Experimental Neoplasms
[description not available]		01.9610
Leukemia L 1210
[description not available]		01.9710
Leukemia P388
An experimental lymphocytic leukemia originally induced in DBA/2 mice by painting with methylcholanthrene.		01.9710