pomolic acid methyl ester | 14511-72-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: pomolic acid methyl ester
• 英文别名: methyl (1R,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-1,10-dihydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• CAS: 14511-72-9
• 化学式: C₃₁H₅₀O₄
• 分子量: 486.736
• InChiKey: KVKFKYPXEAKDHI-VCZXUFQISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  35
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  pomolic acid methyl ester 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 19α-Hydroxy-uvaol
  参考文献：
  名称：

  Brieskorn,C.H.; Wunderer,H., Chemische Berichte, 1967, vol. 100, p. 1252 - 1265

  摘要：

  DOI：
• 作为产物：
  描述：

  3β,19α-dihydroxyurs-12-en-28-oate-3-O-β-D-arabinopyranoside 在 硫酸 作用下， 生成 pomolic acid methyl ester
  参考文献：
  名称：

  Rai, Renu; Siddiqui; Singh, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1999, vol. 38, # 4, p. 518 - 520

  摘要：

  DOI：

文献信息

• Two new triterpenoid glycosides from leaves of Ilex chinensis Sims.
  作者：AKIRA INADA、MARI KOBAYASHI、HIROKO MURATA、TSUTOMU NAKANISHI

  DOI：10.1248/cpb.35.841

  日期：——

  Two new triterpenoid glycosides were isolated (one of them as the methyl ester) as major components from leaves of Ilex chinensis SIMS (Aquifoliaceae). The structures of these glycosides, termed ilexoside A (1) and ilexoside B methyl ester (2a), have been established to be 3β-Ο (β-D-xylopyranosyl) siaresinolic acid and 3β-Ο (β-D-xylopyranosyl) pomolic acid methyl ester, respectively, based on chemical and spectral evidence. High-resolution 13C-nuclear magnetic resonance data for the methyl ester of 1 (1a) and 2a are also reported.

  从冬青属植物枸骨叶（冬青科）中分离得到两种新的三萜皂苷类化合物（其中一种是甲酯），它们是主要成分。根据化学和光谱数据，确定这两种化合物的结构分别为3β-Ο（β-D-木吡喃糖基）siaresinolic酸和3β-Ο（β-D-木吡喃糖基）pomolic酸甲酯，分别命名为ilexoside A（1）和ilexoside B甲酯（2a）。还报道了1的甲酯（1a）和2a的高分辨率13C-核磁共振数据。
• Pentacylic triterpenes from <i>Lavandula coronopifolia</i>: structure related inhibitory activity on α-glucosidase
  作者：Marwa Elsbaey、Rogers Mwakalukwa、Kuniyoshi Shimizu、Tomofumi Miyamoto

  DOI：10.1080/14786419.2019.1655017

  日期：2021.5.3

  Abstract Ten pentacyclic triterpenes (1-10) were isolated from Lavandula coronopifolia. We evaluated their α-glucosidase inhibitory activity, and found that the aglycones, 1, 2, 3, 4, 7 and 10 showed superior IC50 values to the positive control. In order to explain the structural requirements for α-glucosidase inhibitory activity, eleven derivatives were prepared, including one new compound, 2-for

  摘要 十五环三萜（1 - 10）从分离薰衣草coronopifolia。我们评估了它们的α葡萄糖苷酶抑制活性，并发现该糖苷配基，1，2，3，4，图7和10显示出优异的IC 50个值以阳性对照。为了解释的结构要求α葡萄糖苷酶抑制活性，制备11组的衍生物，其中一个新的化合物，2-甲酰基- （A）1-19 α -羟基-1- norursane-2,12二烯28-油酸10c。结果表明，在A环上的游离羟基和在28位上的游离羧基是α-葡糖苷酶抑制活性的关键结构特征，并且，对于该活性，乌烷骨架是最佳的。此外，最有效的化合物pomolic acid 2的酶动力学分析表明，它以混合型方式抑制α-葡萄糖苷酶。分子对接模拟验证了这种抑制作用，并强调了C-3羟基和C-28羧基与硅酸酶相互作用中的作用。
• Studies on the constituents of medicinal and related plants in sri lanka. I. New triterpenes from Hedyotis lawsoniae.
  作者：TOHRU KIKUCHI、SATOKO MATSUDA、SHIGETOSHI KADOTA、YOSHIKO SAKAI、TSUNEO NAMBA、KAZUO WATANABE、RAN BANDA DISSANAYAKE DISSANAYAKE MUDIYANSELAGE

  DOI：10.1248/cpb.32.3906

  日期：——

  Three new triterpene acids were isolated from the twigs and leaves of Hedyotis lawsoniae, together with sixteen known ones. The new compounds were determined to be 3β, 23-dihydroxyurs-12-en-28-oic acid, 3β, 24-dihydroxyurs-12-en-28-oic acid, and 2α, 3β, 24-trihydroxyurs-12-en-28-oic acid on the basis of spectroscopic evidence.

  从 Hedyotis lawsoniae 的树枝和树叶中分离出了三种新的三萜酸以及十六种已知的三萜酸。根据光谱证据，新化合物被确定为 3β、23-二羟基乌苏-12-烯-28-酸、3β、24-二羟基乌苏-12-烯-28-酸和 2α、3β、24-三羟基乌苏-12-烯-28-酸。
• Two triterpenoid glycosides from leaves of Ilex cornuta
  作者：Tsutomu Nakanishi、Hiroko Terai、Masao Nasu、Iwao Miura、Kaisuke Yoneda

  DOI：10.1016/0031-9422(82)80145-3

  日期：1982.1

  Abstract Two new triterpene glycosides, a diglycoside (as the corresponding methyl ester) and a bis-desmoside were isolated from leaves of Ilex cornuta . The

  摘要 从冬青叶中分离得到两种新的三萜糖苷，一种是二糖苷（作为相应的甲酯）和一种双糖苷。这
• Mazusaponins I–IV, triterpene saponins from Mazus miquelii
  作者：Emiko Yaguchi、Toshio Miyase、Akira Ueno

  DOI：10.1016/0031-9422(94)00857-p

  日期：1995.5

  From whole plants of Mazus miquelii, four new saponins designated as mazusaponins I-IV and a known saponin, ilexoside VIII, were isolated and the structures of the new compounds elucidated as 3-O-alpha-L-arabinopyranosyl siaresinolic acid 28-O-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranosyl ester, 3-O-alpha-L-arabinopyranosyl pomolic acid 28-O-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranasyl ester, 3-O-alpha-L-rhamnopyranosyl-(1 --> 2)-alpha-L-arabinopyranosyl siaresinolic acid 28-O-beta-D-glucopyranosyl-( 1 --> 6)-beta-D-glucopyranosyl ester and 3-O-alpha-L-rhamnopyranosyl-(1 --> 2)-alpha-L-arabinopyranoysl pomolic acid 28-O-beta-D-glucopyranosyl-(1 --> 6)-beta-D-glucopyranosyl ester, respectively, by spectroscopic data and chemical evidence.