Marmycins A and B, cytotoxic pentacyclic C-glycosides from a marine sediment-derived actinomycete related to the genus Streptomyces.
Two new cytotoxic quinones of the angucycline class, marmycins A and B ( 1, 2), were isolated from the culture broth of a marine sediment-derived actinomycete related to the genus Streptomyces. The gross structures and absolute configurations of both compounds were determined by spectroscopic and crystallographic methods. Marmycin A ( 1) displayed significant cytotoxicity against several cancer cell lines, some at nanomolar concentrations; while compound 2, a chloro analogue of 1, was less potent. For marmycin A ( 1), tumor cell cytotoxicity appeared to coincide with induction of modest apoptosis and arrest in the G1 phase of the cell cycle.
Martin
Glenroy D A
GD
Center for Marine Biotechnology, Scripps Insitution of Oceanography, University of California at San Diego, La Jolla, California 92093-0204, USA.
Tan
Lik T
LT
Jensen
Paul R
PR
Dimayuga
Rosalba Encarnacion
RE
Fairchild
Craig R
CR
Raventos-Suarez
Carmen
C
Fenical
William
W
D000666:Amphotericin B / Q000494:pharmacology; D000880:Anthraquinones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D000903:Antibiotics, Antineoplastic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D002176:Candida albicans / Q000187:drug effects; D018360:Crystallography, X-Ray; D004354:Drug Screening Assays, Antitumor; D016984:Enterococcus faecium / Q000187:drug effects; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006801:Humans; D008386:Marine Biology; D016106:Methicillin Resistance / Q000187:drug effects; D008968:Molecular Conformation; D015394:Molecular Structure; D013211:Staphylococcus aureus / Q000187:drug effects; D013302:Streptomyces / Q000737:chemistry*; D020713:Vancomycin Resistance
D000880:Anthraquinones; D000900:Anti-Bacterial Agents; D000903:Antibiotics, Antineoplastic; D006027:Glycosides; C524224:marmycin A; C524225:marmycin B; D000666:Amphotericin B