808750-39-2
Chemical Structure
Mensacarcin
- CAS No.: 808750-39-2
- Formula:C21H24O9
- Molecular Weight:420.41
IUPAC Name: (1R,2S,3S,4S,4aS,9aS,10S)-1,3,4-trihydroxy-5,10-dimethoxy-2-methyl-3-((2R,3S)-3-methyloxirane-2-carbonyl)-1,2,3,4-tetrahydro-4a,9a-epoxyanthracen-9(10H)-one
InChIKey: WWNXYRCJJRRWAQ-ALCXHWRFSA-N
SMILES: CO[C@@H]1[C@@]23[C@](C(C4=CC=CC(OC)=C14)=O)([C@@H]([C@H](C)[C@](C([C@H]5[C@H](C)O5)=O)(O)[C@@H]3O)O)O2
Biological Activity: Mensacarcin, a highly complex polyketide, strongly inhibits cell growth universally in cancer cell lines and potently induces apoptosis in melanoma cells. Mensacarcin targets to mitochondria, affects energy metabolism in mitochondria, and activates caspase-dependent apoptotic pathways. Mensacarcin, an antibiotic, can be used as a cytotoxic component of antibody-drug conjugates (ADCs)[1][2].
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Mensacarcin | Mensacarcin, a highly complex polyketide, strongly inhibits cell growth universally in cancer cell lines and potently induces apoptosis in melanoma cells. Mensacarcin targets to mitochondria, affects energy metabolism in mitochondria, and activates caspase-dependent apoptotic pathways. Mensacarcin, an antibiotic, can be used as a cytotoxic component of antibody-drug conjugates (ADCs). | |||||||||||||||||||||
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- [1]. Birte Plitzko, et al. The natural product mensacarcin induces mitochondrial toxicity and apoptosis in melanoma cells. J Biol Chem. 2017 Dec 22;292(51):21102-21116. [Content Brief]
- [2]. Lutz F. Tietze, et al. Intramolecular Heck Reactions for the Synthesis of the Novel Antibiotic Mensacarcin: Investigation of Catalytic, Electronic and Conjugative Effects in the Preparation of the Hexahydroanthracene Core. Chemistry Europe. Volume2005, Issue9.
Keywords
