mollemycin A | 1582305-94-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: mollemycin A
• 英文别名: Mollemycin A；2-[6-ethyl-2-hydroxy-5-(2-hydroxy-2-methylbutanoyl)oxan-2-yl]-N-[(6R,7S,10S,13S,14S,21R,24S)-10-ethyl-6,9,23-trihydroxy-29-[(2S,4S,5R,6S)-5-[(2S,4S,5R,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy-4-methoxy-6-methyloxan-2-yl]oxy-24-(methoxymethyl)-6-methyl-2,8,11,15,22,25-hexaoxo-13-propan-2-yl-12-oxa-3,9,16,17,23,26,27-heptazatetracyclo[24.4.0.03,7.016,21]triacont-29-en-14-yl]-2-hydroxypropanamide
• CAS: 1582305-94-9
• 化学式: C₅₉H₉₆N₈O₂₄
• 分子量: 1301.45
• InChiKey: RJMAMONPIIYLDD-XUEXKZAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  91
• 可旋转键数：
  17
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  414
• 氢给体数：
  10
• 氢受体数：
  26

反应信息

• 作为反应物：
  描述：

  mollemycin A 在 盐酸 作用下， 以 水 为溶剂， 生成 (2S,3S)-2-氨基-3-羟基-4-甲基-戊酸
  参考文献：
  名称：

  Mollemycin A: An Antimalarial and Antibacterial Glyco-hexadepsipeptide-polyketide from an Australian Marine-Derived Streptomyces sp. (CMB-M0244)

  摘要：

  A marine-derived Streptomyces sp. (CMB-M0244) isolated from a sediment collected off South Molle Island, Queensland, produced mollemycin A (1) as a new first in class glyco-hexadepsipeptide-polyketide. The structure of 1 was assigned by detailed spectroscopic analysis, supported by chemical derivatization and degradation, and C-3 Marfey's analysis. Mollemycin A (1) exhibits exceptionally potent and selective growth inhibitory activity against Gram-positive and Gram-negative bacteria (IC50 10-50 nM) and drug-sensitive (3D7; IC50 7 nM) and multidrug-resistant (Dd2; IC50 9 nM) clones of the malaria parasite Plasmodium falciparum.

  DOI：

  10.1021/ol5003913

文献信息

• Mollemycin A: An Antimalarial and Antibacterial Glyco-hexadepsipeptide-polyketide from an Australian Marine-Derived <i>Streptomyces</i> sp. (CMB-M0244)
  作者：Ritesh Raju、Zeinab G. Khalil、Andrew M. Piggott、Antje Blumenthal、Donald L. Gardiner、Tina S. Skinner-Adams、Robert J. Capon

  DOI：10.1021/ol5003913

  日期：2014.3.21

  A marine-derived Streptomyces sp. (CMB-M0244) isolated from a sediment collected off South Molle Island, Queensland, produced mollemycin A (1) as a new first in class glyco-hexadepsipeptide-polyketide. The structure of 1 was assigned by detailed spectroscopic analysis, supported by chemical derivatization and degradation, and C-3 Marfey's analysis. Mollemycin A (1) exhibits exceptionally potent and selective growth inhibitory activity against Gram-positive and Gram-negative bacteria (IC50 10-50 nM) and drug-sensitive (3D7; IC50 7 nM) and multidrug-resistant (Dd2; IC50 9 nM) clones of the malaria parasite Plasmodium falciparum.