橄榄霉素 | 6988-58-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 橄榄霉素
• 英文名称: olivomycin A
• 英文别名: [(2S,3S,4S,6S)-6-[(2R,3R,4R,6S)-6-[(2R,3R,4R,6S)-6-[[(2S,3S)-6-[(2S,4R,5S,6R)-5-acetyloxy-4-[(2R,4R,5R,6R)-4-hydroxy-5-methoxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3-[(1S,3S,4R)-3,4-dihydroxy-1-methoxy-2-oxopentyl]-8,9-dihydroxy-1-oxo-3,4-dihydro-2H-anthracen-2-yl]oxy]-3-hydroxy-2-methyloxan-4-yl]oxy-3-hydroxy-2-methyloxan-4-yl]oxy-4-hydroxy-2,4-dimethyloxan-3-yl] 2-methylpropanoate
• CAS: 6988-58-5
• 化学式: C₅₈H₈₄O₂₆
• 分子量: 1197.29
• InChiKey: OCOLTXUAPMAMPP-AJVJTBPOSA-N

物化性质

• 熔点：
  160-165°
• 比旋光度：
  D20 -36° (c = 0.5 in ethanol)
• 沸点：
  782.67°C (rough estimate)
• 密度：
  1.1373 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  84
• 可旋转键数：
  21
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  359
• 氢给体数：
  8
• 氢受体数：
  26

反应信息

• 作为反应物：
  描述：

  橄榄霉素 在 sodium periodate 、 叠氮磷酸二苯酯 、 水 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成
  参考文献：
  名称：

  Modification of olivomycin A at the side chain of the aglycon yields the derivative with perspective antitumor characteristics

  摘要：

  A novel way of chemical modification of the antibiotic olivomycin A (1) at the side chain of the aglycon moiety was developed. Interaction of olivomycin A with the sodium periodate produced the key acid derivative olivomycin SA (2) in 86% yield. This acid was used in the reactions with different amines in the presence of benzotriazol-1-yl-oxy-trispyrrolidino-phosphonium hexafluorophosphate (PyBOP) or diphenylphosphoryl azide (DPPA) to give corresponding amides. Whereas olivomycin SA was two orders of magnitude less cytotoxic than the parent antibiotic, the amides of 2 demonstrated a higher cytotoxicity. In particular, N,N-dimethylaminoethylamide of olivomycin SA showed a pronounced antitumor effect against transplanted experimental lymphoma and melanoma and a remarkably high binding constant to double stranded DNA. The therapeutic effects of this derivative were achievable at tolerable concentrations, suggesting that modifications of the aglycon's side chain, namely, its shortening to methoxyacetic residue and blocking of free carboxyl group, are straightforward for the design of therapeutically applicable derivatives of olivomycin A. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.10.055

文献信息

• Perivascular wraps
  申请人：Gravett M David

  公开号：US20080085855A1

  公开（公告）日：2008-04-10

  The present invention provides compositions, devices, and methods for maintaining or improving the integrity of body passageways following surgery, such as at a graft site, or injury. Delivery devices including one or more therapeutic agents and a mesh are described. Representative examples of therapeutic agents include microtubule stabilizing agents, anti-angiogenic factors, inhibitors of smooth muscle cell growth or proliferation, non-steroidal anti-inflammatory drugs, and other factors useful preventing and/or reducing a proliferative biological response that may obstruct or hinder the optimal functioning of the passageway or cavity.

  本发明提供了维持或改善手术后身体通道完整性的组合物、装置和方法，例如在移植部位或受伤处。描述了包括一个或多个治疗剂和网状物的输送装置。治疗剂的代表性例子包括微管稳定剂、抗血管生成因子、平滑肌细胞生长或增殖抑制剂、非甾体抗炎药和其他有用的因子，用于预防和/或减少可能阻碍或妨碍通道或腔体的最佳功能的增殖生物反应。
• Polymer coating compositions and coated products
  申请人：Ariste Medical, LLC

  公开号：US10314912B2

  公开（公告）日：2019-06-11

  Described herein are coating compositions for consumer and/or medical products. The coating compositions can be used to confer desirable properties to the consumer and/or medical products.

  本文描述了用于消费品和/或医疗产品的涂层组合物。这些涂层组合物可用于赋予消费品和/或医疗产品所需的性能。
• Compositions and methods for coating medical implants
  申请人：Angiotech Pharmaceuticals, Inc.

  公开号：US20040043052A1

  公开（公告）日：2004-03-04

  Medical implants are provided which release an anthracycline, fluoropyrimidine, folic acid antagonist, podophylotoxin, camptothecin, hydroxyurea, and/or platinum complex, thereby inhibiting or reducing the incidence of infection associated with the implant.

  提供释放蒽环素、氟嘧啶、叶酸拮抗剂、鬼臼毒素、喜树碱、羟基脲和/或铂配合物的医疗植入物，从而抑制或减少与植入物相关的感染的发生率。
• Tissue reactive compounds and compositions and uses thereof
  申请人：Angiotech International AG

  公开号：US20040219214A1

  公开（公告）日：2004-11-04

  A composition comprising a synthetic polymer, optionally in the presence of a drug, where the polymer comprises multiple activated groups. The multiple activated groups are reactive with functionality present on animal tissue, so that upon administration of the polymer to the tissue, the polymer binds to the tissue. Alternatively, the multiple activated groups are reactive with functionality present on a non-living surface, where the polymer binds to this surface to, e.g., increase the lubricity of the surface. When drug is present in the composition, the drug is then delivered to the site of polymer attachment.

  一种组合物包括一种合成聚合物，可选地存在药物，并且该聚合物包括多个活性基团。这些多个活性基团与动物组织上存在的功能性反应，因此在将聚合物注射到组织中时，聚合物与组织结合。或者，这些多个活性基团与非生物表面上存在的功能性反应，聚合物将与该表面结合，例如增加表面的润滑性。当组合物中存在药物时，药物将被传递到聚合物附着的部位。
• Soft tissue implants and anti-scarring agents
  申请人：Hunter L. William

  公开号：US20050142162A1

  公开（公告）日：2005-06-30

  Soft tissue implants (e.g., breast, pectoral, chin, facial, lip, and nasal implants) are used in combination with an anti-scarring agent in order to inhibit scarring that may otherwise occur when the implant is placed within an animal.

  软组织植入物（例如乳房、胸肌、下巴、面部、唇部和鼻部植入物）与抗瘢痕剂结合使用，以抑制动物体内植入物放置时可能发生的瘢痕形成。