
CAS 124412-57-3
:(+)-Dynemicin A
Description:
(+)-Dynemicin A is a naturally occurring anthracycline antibiotic known for its potent antitumor activity. It is derived from the bacterium Micromonospora sp. and exhibits a complex structure characterized by a fused ring system that includes a quinone moiety, which is crucial for its biological activity. The compound is notable for its ability to intercalate into DNA, leading to the formation of DNA adducts and subsequent disruption of cellular processes, ultimately inducing apoptosis in cancer cells. (+)-Dynemicin A is also recognized for its unique mechanism of action, which involves the generation of reactive oxygen species (ROS) upon reduction, contributing to its cytotoxic effects. Its stereochemistry, indicated by the (+) designation, plays a significant role in its biological interactions. Due to its potent activity, (+)-Dynemicin A has been the subject of extensive research for potential therapeutic applications in oncology, although its clinical use is limited by toxicity and stability concerns. Overall, it represents a significant compound in the field of medicinal chemistry and cancer treatment research.
Formula:C30H19NO9
InChI:InChI=1S/C30H19NO9/c1-12-19(28(37)38)27(39-2)13-7-5-3-4-6-8-18-29(12)30(13,40-29)14-11-17(34)22-23(24(14)31-18)26(36)21-16(33)10-9-15(32)20(21)25(22)35/h3-4,9-13,18,31-34H,1-2H3,(H,37,38)
InChI key:InChIKey=AFMYMMXSQGUCBK-UHFFFAOYSA-N
SMILES:CC1C23C4(C=5C(NC2C#CC=CC#CC4C(OC)=C1C(O)=O)=C6C(=C(O)C5)C(=O)C=7C(C6=O)=C(O)C=CC7O)O3
Synonyms:- 4a,14a-Epoxy-4,14-[3]hexene[1,5]diynonaphtho[2,3-c]phenanthridine-2-carboxylic acid, 1,4,7,12,13,14-hexahydro-6,8,11-trihydroxy-3-methoxy-1-methyl-7,12-dioxo-, [1S-(1R*,4S*,4aS*,14R*,14aR*,18Z)]-
- 4a,14a-Epoxy-4,14-[3]hexene[1,5]diynonaphtho[2,3-c]phenanthridine-2-carboxylic acid, 1,4,7,12,13,14-hexahydro-6,8,11-trihydroxy-3-methoxy-1-methyl-7,12-dioxo-, (1S,4R,4aR,14S,14aS,18Z)-
- BU 3420T
- (1S,4R,4aR,14S,14aS,18Z)-1,4,7,12,13,14-Hexahydro-6,8,11-trihydroxy-3-methoxy-1-methyl-7,12-dioxo-4a,14a-epoxy-4,14-[3]hexene[1,5]diynonaphtho[2,3-c]phenanthridine-2-carboxylic acid
- Dynemicin A
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