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amycomycin B

中文名称
——
中文别名
——
英文名称
amycomycin B
英文别名
——
amycomycin B化学式
CAS
——
化学式
C24H20O10
mdl
——
分子量
468.417
InChiKey
OSKYSCDCKRQEAD-ASUSIWSLSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    0.94
  • 重原子数:
    34.0
  • 可旋转键数:
    2.0
  • 环数:
    5.0
  • sp3杂化的碳原子比例:
    0.25
  • 拓扑面积:
    173.98
  • 氢给体数:
    6.0
  • 氢受体数:
    10.0

反应信息

  • 作为反应物:
    描述:
    amycomycin B硫酸 作用下, 以 甲醇 为溶剂, 反应 6.0h, 生成 L-鼠李糖
    参考文献:
    名称:
    Angucyclines from an insect-derived actinobacterium Amycolatopsis sp. HCa1 and their cytotoxic activity
    摘要:
    One new angucyclinone derivative, amycomycin A (1), and one new angucycline, amycomycin B (2), along with 5 known compounds (3-7), were isolated from an actinobacterium Amycolatopsis sp. HCa1 associated with the grasshopper, Oxya chinensis. Their structures were elucidated on the basis of spectroscopic methods, including extensive NMR spectra. Compounds 1-7 were tested in vitro for their cytotoxic effects on five cell lines including human gastric adenocarcinoma cell line (BGC823), human hepatocarcinoma cell line (HepG2), human melanoma cell line (A375), human oral squamous carcinoma cell line (KB), and ghost cell line (Ghost-R5X4). Cell viability assays showed that compound 7 was active in four cell lines with IC50 values less than 18.0 mu M except in KB showing no activity up to 100 mu M. (C) 2012 Elsevier Ltd. All rights reserved.
    DOI:
    10.1016/j.bmcl.2012.10.048
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文献信息

  • Angucyclines from an insect-derived actinobacterium Amycolatopsis sp. HCa1 and their cytotoxic activity
    作者:Zhi Kai Guo、Shou Bai Liu、Rui Hua Jiao、Ting Wang、Ren Xiang Tan、Hui Ming Ge
    DOI:10.1016/j.bmcl.2012.10.048
    日期:2012.12
    One new angucyclinone derivative, amycomycin A (1), and one new angucycline, amycomycin B (2), along with 5 known compounds (3-7), were isolated from an actinobacterium Amycolatopsis sp. HCa1 associated with the grasshopper, Oxya chinensis. Their structures were elucidated on the basis of spectroscopic methods, including extensive NMR spectra. Compounds 1-7 were tested in vitro for their cytotoxic effects on five cell lines including human gastric adenocarcinoma cell line (BGC823), human hepatocarcinoma cell line (HepG2), human melanoma cell line (A375), human oral squamous carcinoma cell line (KB), and ghost cell line (Ghost-R5X4). Cell viability assays showed that compound 7 was active in four cell lines with IC50 values less than 18.0 mu M except in KB showing no activity up to 100 mu M. (C) 2012 Elsevier Ltd. All rights reserved.
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同类化合物

酒色霉素 A1 萘并[1,2-b]菲-7,14-二酮 苯并蒽-7,12-二酮 腊伯罗霉素 浅内红霉素 水绫霉素 棣棠霉素 C 抑胃酶氨酰-21 富士霉素A 四角霉素 丙酸,2-甲基-,(3R,4S)-1,2,3,4,7,12-六氢-8-甲氧基-3-甲基-1,7,12-三羰基苯并[a]蒽-4-基酯 丁二酸,碘-,4-乙基1-甲基酯(9CI) N-{4-[(4-吡啶-2-基哌嗪-1-基)羰基]苯基}-7-(三氟甲基)喹啉-4-胺 8-羟基-3-甲基-3,4-二氢-1,7,12(2H)-苯并[a]蒽三酮 8-甲氧基-3-甲基-3,4-二氢-1,7,12(2H)-四苯e三酮 8,11-二[2-(2-羟基乙基氨基)乙基氨基]-6-甲氧基-1,2,3,4-四氢苯并[a]蒽-7,12-二酮 4a,8,12b-三羟基-4-甲基-1H-苯并[a]蒽-2,7,12-三酮 3-甲氧基苯并(a)蒽-7,12-二酮 1,3-二羟基-8-甲氧基-3-甲基-2,4-二氢-1H-苯并[a]蒽-7,12-二酮 (R)-8-羟基-3-甲基-1,2,3,4-四氢苯并[a]蒽-7,12-二酮 (3S)-6-羟基-8-甲氧基-3-甲基-3,4-二氢-2H-苯并[a]蒽-1,7,12-三酮 (3S)-3-甲基-8-[(2S,3R,4R,5R,6S)-3,4,5-三羟基-6-甲基四氢吡喃-2-基]氧基-3,4-二氢-2H-苯并[a]蒽-1,7,12-三酮 (3S)-11-羟基-8-甲氧基-3-甲基-3,4-二氢-2H-苯并[a]蒽-1,7,12-三酮 (3R)-9-[(2R,4R,5R,6R)-4-[(2S,5S,6S)-5-[(2S,4R,5S,6R)-4,5-二羟基-6-甲基四氢吡喃-2-基]氧基-6-甲基四氢吡喃-2-基]氧基-5-羟基-6-甲基四氢吡喃-2-基]-3,8-二羟基-3-甲基-2,4-二氢苯并[b]菲-1,7,12-三酮 (2S,4S,5S)-4-[(1E,3E,5E)-7-[(2R,6R)-6-[(2R,3S,4aR,12bS)-2,3,4A,8,12B-五羟基-3-甲基-1,7,12-三氧代-2,4-二氢苯并[h]菲-9-基]-2-甲基四氢吡喃-3-基]氧基-7-氧代庚-1,3,5-三烯基]-2,5-二甲基-1,3-二氧戊环-2-羧酸 (2R,3S,4aR,12bS)-2,3,4a,8,12b-五羟基-3-甲基-3,4,4a,12b-四氢-1,7,12(2H)-四苯e三酮 (1S,3S)-10-[[(1S,3S)-1,11-二羟基-8-甲氧基-3-甲基-7,12-二氧代-1,2,3,4-四氢苯并[h]菲-10-基]甲基]-1,11-二羟基-8-甲氧基-3-甲基-1,2,3,4-四氢苯并[B]菲-7,12-二酮 (1S,3S)-1-羟基-8-甲氧基-3-甲基-1,2,3,4-四氢苯并[a]蒽-7,12-二酮 (-)-8-O-甲基四角霉素 methyl 9-fluoro-6-hydroxy-8-methoxy-1,2,3,4-tetrahydrobenz[a]anthracene-7,12-dione-2-carboxylate urdamycinone B amycomycin B 6-hydroxy-5-hydroxymethylbenz[a]anthracene-7,12-dione 6-hydroxy-5-methylbenz[a]anthracene-7,12-dione 6-hydroxy-1,5,8-trimethoxy-3-methyltetraphene-7,12-dione 3,6-Dihydroxy-3-methyl-1,2,3,4-tetrahydrobenzanthracene-7,12-dione Moromycin B Moromycin A 1,2,3,11,12,13-Hexamethoxydibenzanthracen-7,14-chinon 4-methoxybenzanthracene-7,12-dione Fujianmycin B (3R,4aR,12bS)-4a,8,12b-trihydroxy-9-[5-(5-hydroxy-6-methyloxan-2-yl)oxy-6-methyloxan-2-yl]-3-methyl-3-[(6-methyl-5-oxo-2H-pyran-2-yl)oxy]-2,4-dihydrobenzo[a]anthracene-1,7,12-trione 4,11-dihydroxy-dibenz[a,h]anthracene-7,14-dione 5-fluoro-1,2,3,4-tetrahydrobenzanthracene-7,12-dione 10-fluoro-1,2,3,4-tetrahydrobenzanthracene-7,12-dione 3-methoxydibenzanthracene-7,14-dione 4-Hydroxy-benzanthracen-7,12-dion 8-Methoxy-1,2,3,4-tetrahydro-benzo[a]anthracene-7,12-dione 1-Hydroxybenzantracen-7,12-chinon 8-methoxy-3-methyl-7,12-dioxy-1,2,3,4-tetrahydro-benzoanthracene-2-dimethylene dithioacetal