cornusiin B

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 英文名称: cornusiin B
• 英文别名: [(10R,11S,12R,15R)-3,4,5,13,21,22,23-heptahydroxy-8,18-dioxo-11-(3,4,5-trihydroxybenzoyl)oxy-9,14,17-trioxatetracyclo[17.4.0.02,7.010,15]tricosa-1(23),2,4,6,19,21-hexaen-12-yl] 3,4,5-trihydroxy-2-[(7,13,14-trihydroxy-3,10-dioxo-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaen-6-yl)oxy]benzoate
• 化学式: C₄₈H₃₀O₃₀
• 分子量: 1086.75
• InChiKey: NELJHVPUFBRAMZ-HDJMFDPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  78
• 可旋转键数：
  8
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  500
• 氢给体数：
  16
• 氢受体数：
  30

反应信息

• 作为反应物：
  描述：

  cornusiin B 生成 鞣花酸
  参考文献：
  名称：

  HATANO, TSUTOMU;OGAWA, NOBORU;KIRA, REIKO;YASUHARA, TAEKO;OKUDA, TAKUO, CHEM. AND PHARM. BULL., 37,(1989) N, C. 2083-2090

  摘要：

  DOI：
• 作为产物：
  描述：

  woodfordin G 生成 cornusiin B
  参考文献：
  名称：

  HATANO, TSUTOMU;YASUHARA, TAEKO;MATSUDA, MUNETO;YAZAKI, KAZUFUMI;YOSHIDA,+, CHEM. AND PHARM. BULL., 37,(1989) N, C. 2269-2271

  摘要：

  DOI：

文献信息

• Camptothins A and B, new dimeric hydrolyzable tannins from Camptotheca acuminata DECNE.
  作者：TSUTOMU HATANO、YUKIHIKO IKEGAMI、TETSURO SHINGU、TAKUO OKUDA

  DOI：10.1248/cpb.36.2017

  日期：——

  Two new hydrolyzable tannins, named camptothins A (1) and B (4), have been isolated from the leaf of Camptotheca acuminata (Nyssaceae) along with cornusiin A (2), gemin D (3), tellimagrandin I (5), tellimagrandin II (6), 1, 2, 6-tri-ο-galloyl-β-D-glucose (7) and 1, 2, 3, 6-tetra-ο-galloyl-β-D-glucose (8). Pedunculagin (9) was isolated from the fruit of C. acuminata. The dimeric structures of camptothins A and B have been established based on chemical and spectroscopic evidence.

  从夹竹桃科的夹竹桃（Camptotheca acuminata）叶中分离出了两种新的可水解单宁，命名为camptothins A (1) 和 B (4)，同时还分离出了cornusiin A (2)、gemin D (3)、tellimagrandin I (5)、tellimagrandin II (6)、1, 2, 6-三-Ο-没食子酸基-β-D-葡萄糖 (7) 和 1, 2, 3, 6-四-Ο-没食子酸基-β-D-葡萄糖 (8)。pedunculagin (9) 是从夹竹桃果实中分离出的。根据化学和光谱证据，已确定了camptothins A 和 B 的二聚体结构。
• Tannins of cornaceous plants. I. Cornusiins A, B and C, dimeric monomeric and trimeric hydrolyzable tannins from Cornus officinalis, and orientation of valoneoyl group in related tannins.
  作者：Tsutomu HATANO、Noboru OGAWA、Reiko KIRA、Taeko YASUHARA、Takuo OKUDA

  DOI：10.1248/cpb.37.2083

  日期：——

  Cornusiin A (1), cornusiin B (2) and cornusiin C (3), new dimeric monomeric and trimeric hydrolyzable tannins, were isolated from the fruits of cornus officinalis (Cornaceae). Their structures, including the orientation of the valoneoyl group in 1 and 3, were established on the basis of chemical and spectroscopic data. 2, 3-Di-O-galloyl-D-glucose (7), 1, 2, 3-tri-O-galloyl-β-D-glucose, 1, 2, 6-tri-O-galloyl-β-D-glucose, 1, 2, 3, 6-tetra-O-galloyl-β-D-glucose, gemin D (5), isoterchebin, tellimagrandin I (6) and tellimagrandin II were also isolated from the fruits. The orientation of the valoneoyl group in camptothin A (14) and that in camptothin B (15), which had been isolated from Camptotheca acuminata (Nyssaceae), were also determined based on that in 1.

  从 Cornus officinalis（山茱萸科）的果实中分离出了新型二聚单体和三聚水解鞣花酸，分别为 Cornusiin A (1)、Cornusiin B (2) 和 Cornusiin C (3)。它们的结构，包括 1 和 3 中 valoneoyl 基团的取向，是基于化学和光谱数据确定的。此外，还从果实中分离出了 2, 3-二-O-没食子酸-D-葡萄糖 (7)、1, 2, 3-三-O-没食子酸-β-D-葡萄糖、1, 2, 6-三-O-没食子酸-β-D-葡萄糖、1, 2, 3, 6-四-O-没食子酸-β-D-葡萄糖、gemin D (5)、isoterchebin、tellimagrandin I (6) 和 tellimagrandin II。Camptotheca acuminata（黄樟科）中分离出的 camptothin A (14) 和 camptothin B (15) 中 valoneoyl 基团的取向也是基于 1 的取向确定的。
• Cornusiin A, a dimeric ellagitannin forming four tautomers, and accompanying new tannins in Cornus officinalis.
  作者：Takuo Okuda、Tsutomu Hatano、Noboru Ogawa、Reiko Kira、Muneto Matsuda

  DOI：10.1248/cpb.32.4662

  日期：——

  Cornusiin A (4), a dimeric ellagitannin which forms four anomeric isomers, have been isolated from Cornus officinalis fruits, along with cornusiin B (5) and related compounds. Their structures and the ratio of tautomers in the equilibrium mixture of 4 were determined. Oenothein C (8), which was produced by partial hydrolysis of 5, has been isolated also from Oenothera erythrosepala leaves.

  Cornusiin A（4），一种二聚体鞣酸，形成四种异构体，已从山茱萸果实中分离出来，同时还分离出了cornusiin B（5）及相关化合物。已确定它们的结构及4在平衡混合物中的互变异构体比例。Oenothein C（8），是通过对5进行部分水解产生的，也已从黄花晚樱叶中分离出来。
• Woodfordin C, a macro-ring hydrolyzable tannin dimer with antitumor activity, and accompanying dimers from Woodfordia fruticosa flowers.
  作者：Takashi YOSHIDA、Tong CHOU、Aya NITTA、Ken-ichi MIYAMOTO、Ryozo KOSHIURA、Takuo OKUDA

  DOI：10.1248/cpb.38.1211

  日期：——

  Three new dimeric hydrolyzable tannins, woodfordins A, B and C, along with seven known hydrolyzable tannins, including oenothein B, a dimer exhibiting marked host-mediated antitumor activity, were isolated from an Indonesian crude drug, Sidowayah [dried flowers of Woodfordia fruticosa (L.) Kurz (Lythraceae)]. The structures of the new tannins were elucidated based on chemical and spectral evidence

  从印尼粗制药物Sidowayah中分离了三种新的二聚体可水解单宁，伍德福德素A，B和C，以及7种已知的可水解单宁，其中Oenothein B是一种具有明显的宿主介导的抗肿瘤活性的二聚体。 L.）Kurz（Lythraceae）]。基于化学和光谱证据阐明了新单宁的结构。具有大环结构的Woodfordin C也被发现具有显着的抗肿瘤活性。
• Eucalbanins A,B and C, Monomeric and Dimeric Hydrolyzable Tannins from Eucalyptus alba REINW.
  作者：Takashi YOSHIDA、Tetsuhiro MARUYAMA、Aya NITTA、Takuo OKUDA

  DOI：10.1248/cpb.40.1750

  日期：——

  Three new hydrolyzable tannins, eucalbanins A (5), B (8) and C (11), have been isolated from the fruit extract of Eucalyptus alba REINW., and their structures were elucidated on the basis of spectral data and chemical correlation with known tannins. Quercetin-3-O-α-L-arabinopyranoside, (+)-catechin, procyanidin b-7, and nine known hydrolyzable tannins [casuarinin, casuariin, pedunculagin, tellimagrandin I (1), gemin D (2), cornusiin B (3), 2, 3-(S)-hexa-hydroxydiphenoyl-D-glucose, penta-O-galloyl-β-D-glucose and oenothein B (4)] have also been isolated.

  从白桉 REINW. 的果实提取物中分离出三种新的可水解单宁，尤卡班宁 A (5)、B (8) 和 C (11)，并根据光谱数据和与已知单宁的化学相关性阐明了它们的结构。单宁酸。槲皮素-3-O-α-L-阿拉伯吡喃糖苷、(+)-儿茶素、原花青素 b-7 和九种已知的可水解单宁 [木麻黄苷、木麻黄苷、pedunculagin、tellimagrandin I (1)、gemin D (2)、cornusiin B ( 3), 2, 3-(S)-六-羟基二苯酰-D-葡萄糖、五-O-没食子酰-β-D-葡萄糖和月见草苷 B (4)] 也已被分离。