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Mayamycin

From Wikipedia, the free encyclopedia
Mayamycin
Names
IUPAC name
1,6,8-Trihydroxy-5-[(2R,4R,5S,6R)-5-hydroxy-6-methyl-4-(methylamino)oxan-2-yl]-3-methylbenzo[a]anthracene-7,12-dione
Other names
Mayamycin A
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C26H25NO7/c1-10-7-13-18(16(29)8-10)21-22(25(32)19-12(24(21)31)5-4-6-15(19)28)26(33)20(13)17-9-14(27-3)23(30)11(2)34-17/h4-8,11,14,17,23,27-30,33H,9H2,1-3H3/t11-,14-,17-,23-/m1/s1
    Key: ZVIQDPQQFMVLGU-XTCBYOQUSA-N
  • Cc1cc2c(c(c1)O)c3c(c(c2[C@H]4C[C@H]([C@@H]([C@H](O4)C)O)NC)O)C(=O)c5c(cccc5O)C3=O
Properties
C26H25NO7
Molar mass 463.486 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Mayamycin is a cytotoxic polyketide isolated from a marine Streptomyces.[1][2]

References

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  1. ^ Schneemann, I; Kajahn, I; Ohlendorf, B; Zinecker, H; Erhard, A; Nagel, K; Wiese, J; Imhoff, J. F. (2010). "Mayamycin, a cytotoxic polyketide from a Streptomyces strain isolated from the marine sponge Halichondria panicea". Journal of Natural Products. 73 (7): 1309–12. doi:10.1021/np100135b. PMID 20545334.
  2. ^ Bo, Sheng Tao; Xu, Zi Fei; Yang, Li; Cheng, Ping; Tan, Ren Xiang; Jiao, Rui Hua; Ge, Hui Ming (June 2018). "Structure and biosynthesis of mayamycin B, a new polyketide with antibacterial activity from Streptomyces sp. 120454". The Journal of Antibiotics. 71 (6): 601–605. doi:10.1038/s41429-018-0039-x. ISSN 1881-1469. PMID 29515228. S2CID 256606240.