(19E,21E,23E,25E,27E,29E,31E)-33-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,5,7,9,13,37-heptahydroxy-17-[5-hydroxy-7-[4-(methylamino)phenyl]-7-oxoheptan-2-yl]-18-methyl-11,15-dioxo-16,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (19E,21E,23E,25E,27E,29E,31E)-33-[(2R,3S,4S,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-1,3,5,7,9,13,37-heptahydroxy-17-[5-hydroxy-7-[4-(methylamino)phenyl]-7-oxoheptan-2-yl]-18-methyl-11,15-dioxo-16,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid
• 化学式: C₅₉H₈₆N₂O₁₉
• 分子量: 1127.3
• InChiKey: PILBMRSRDPAALN-QJSPMWJNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  80
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  366
• 氢给体数：
  13
• 氢受体数：
  21

文献信息

• Polyene macrolide derivatives, use for vectoring molecules
  申请人：UNIVERSITE PIERRE ET MARIE CURIE

  公开号：US20040002465A1

  公开（公告）日：2004-01-01

  A composition having a negatively charged molecule and a cationic polyene macrolide compound having two to four positive charges that reacts with the negatively charged molecule is described. This compound can be used to vector molecules and especially nucleic acids into cells.

  描述了一种具有带负电荷的分子和带有两到四个正电荷的阳离子多烯大环化合物的组合物，该组合物与带负电荷的分子发生反应。这种化合物可用于将分子，尤其是核酸，导入细胞中。
• [EN] COMPOSITIONS AND METHODS FOR THE TREATMENT OF FUNGAL INFECTIONS<br/>[FR] COMPOSITIONS ET MÉTHODES DE TRAITEMENT D'INFECTIONS FONGIQUES
  申请人：CIDARA THERAPEUTICS INC

  公开号：WO2015164289A1

  公开（公告）日：2015-10-29

  Compositions and methods for the treatment of fungal infections including compounds containing a chemotaxis receptor ligand moiety and a polyene antifungal agent moiety are disclosed. In particular, compounds containing a polyene antifungal agent and a formyl peptide receptor ligand can be used in the treatment of fungal infections caused by a fungus of the genus Aspergillus or Candida.

  揭示了用于治疗真菌感染的化合物和方法，包括含有趋化受体配体基团和聚烯抗真菌剂基团的化合物。具体来说，含有聚烯抗真菌剂和甲酰肽受体配体的化合物可用于治疗由曲霉属或白念珠菌属真菌引起的真菌感染。
• Water-soluble amide derivatives of polyene macrolides and preparation and uses thereof
  申请人：——

  公开号：US20030040493A1

  公开（公告）日：2003-02-27

  The present invention provides two new classes of polyene macrolide amide derivatives useful for treating or preventing fungal infections. The new polyene macrolide amide derivatives exhibit antifungal activity and are more water-soluble than conventional polyene antibiotics, such as amphotericin B and amphotericin B methyl ester.

  本发明提供了两种新的聚烯烃大环内酰胺衍生物，可用于治疗或预防真菌感染。新的聚烯烃大环内酰胺衍生物表现出抗真菌活性，并且比传统的聚烯烃抗生素，如两性霉素B和两性霉素B甲酯，更具有水溶性。
• [EN] UREA DERIVATIVES OF POLYENE MACROLIDE ANTIBIOTICS<br/>[FR] DÉRIVÉS D'URÉE D'ANTIBIOTIQUES MACROLIDES POLYÉNIQUES
  申请人：UNIV ILLINOIS

  公开号：WO2016040779A1

  公开（公告）日：2016-03-17

  Disclosed are urea derivatives of polyene macrolide antibiotics, other than amphotericin B, comprising a urea-containing substructure represented by wherein R represents hydrogen, alkyl, aryl, aralkyl, heteroaryl, heteroaralkyl, aminoalkyl, or -(CH2)n-COOH; and n is 1, 2, 3, 4, 5, or 6. Also disclosed are pharmaceutical compositions comprising the urea derivatives, methods of using the urea derivatives to inhibit growth of a yeast or fungus, and methods of treating a yeast or fungal infection. In various embodiments, the polyene macrolide antibiotic is selected from the group consisting of amphotericin A, arenomycin B, candicidin D, candidin, candidoin, CE-108, etruscomycin, eurocidin D, eurocidin E, FR-008-VI, HA-2-91, hamycin A, levorin AO, levorin A3, mycoheptin, natamycin (pimaricin), nystatin Al, nystatin A2, nystatin A3, partricin A, polyfungin B, rimocidin, tetramycin A, tetramycin B, tetrin A, tetrin B, tetrin C, trichomycin A, trichomycin B, vacidin A, YS-822A, 3874 HI, 3874 H2, 3874 H3, and 67-121-A.

  本发明涉及聚烯烃大环内酰胺类抗生素的脲衍生物，除了两性霉素B以外，包括一个含有脲基的亚结构，其表示为其中R表示氢、烷基、芳基、芳基烷基、杂芳基、杂芳基烷基、氨基烷基或-(CH2)n-COOH; n为1、2、3、4、5或6。本发明还涉及包含该脲衍生物的制药组合物，使用该脲衍生物抑制酵母或真菌生长的方法以及治疗酵母或真菌感染的方法。在各种实施方式中，聚烯烃大环内酰胺类抗生素选自以下组合：两性霉素A、阿诺霉素B、卡地西丁D、卡地西丁、卡地多因、CE-108、埃特鲁斯科霉素、欧洲杀菌素D、欧洲杀菌素E、FR-008-VI、HA-2-91、哈米霉素A、左旋霉素AO、左旋霉素A3、霉菌肝素、纳他霉素（皮马霉素）、制霉素Al、制霉素A2、制霉素A3、帕特里辛A、多菌灵B、利莫西汀、四菌素A、四菌素B、四菌素C、三联霉素A、三联霉素B、瓦西丁A、YS-822A、3874 HI、3874 H2、3874 H3和67-121-A。
• Polyene macrolide derivatives
  申请人：S P A SOCIETA' PRODOTTI ANTIBIOTICI S.p.a.

  公开号：EP0434943A1

  公开（公告）日：1991-07-03

  There has been prepared a series of secondary and tertiary amide derivatives of the polyene antibiotic partricin as well as of its single components, partricin A and B, having radicals on the amide nitrogen, said radicals being preferab­ly substituted, in turn, with various amine groups. The syn­thesis has been carried out by reacting the C-18 carboxyl of the polyene with suitable amines, in the presence of diphenyl phosphorazidate as activator. From said amines, especially those substituted with basic groups, many salts with a good water solubility have been prepared by reacting them with pharmacologically compatible acids. It has been shown that many amines and related salts are more active than, or as active as, the starting product as antimycotic and antiprotozoan agents, while being less toxic and less hemolytic, and can therefore find a useful applica­tion in the clinical and veterinary therapy. The compounds can also be used in the treatment of hypercholesteremia and hyperlipemia conditions and of some steroid hormones unbalan­ces, as well as in the pharmacological therapy of hyper­trophic prostate, and in the treatment of lipid envelope virus infections.

  现已制备出一系列聚烯类抗生素部分霉素及其单一成分部分霉素 A 和 B 的仲酰胺和叔酰胺衍生物，这些衍生物的酰胺氮上具有基团，所述基团最好依次被各种胺基团取代。合成的方法是：在作为活化剂的磷酸二苯酯存在下，将聚烯的 C-18 羧基与合适的胺反应。 上述胺类，特别是那些被碱性基团取代的胺类，通过与药理学上相容的酸反应，制备出了许多水溶性良好的盐类。 研究表明，许多胺和相关盐类作为抗霉菌剂和抗原虫剂的活性高于或等同于起始产物，同时毒性和溶血性较低，因此可以在临床和兽医治疗中得到有用的应用。这些化合物还可用于治疗高胆固醇血症、高血脂症和某些类固醇激素失衡，以及肥大性前列腺的药物治疗和脂质包膜病毒感染的治疗。