Vitis amurensis

Wang, J-N. et al., Procyanidins from the seeds of Vitis amurensis. Phytochemistry, 53, 1097, 2000. 

Vitis amurensis Rupr. V. vinifera L. Shan Pu Tao (Wine grape) (leaf, fruit) Malic acid, tartaric acid, racemic acid, oxalic acid.50 For abortion, cholera, dropsy, nausea. 

L. sativa, Macrocarpium officinalis, Matricaria chamomilla, Oxalis corriculaza, O. corymbosa, Prunus mume, P. persica, Ribes mandshurica, Viburnum sargenti, Vitis amurensis, V. vinifera Mallotus repandus... 

H. lanatum, Juncus ejfusus, Lactuca raddeana, L. indica, L. sativa, Polygonum bistorta, Sanguisorba officinalis, S. grandiflora, S. parviflora, S. x tenuifolia, Taraxacum officinale, Vitis amurensis, V. vinifera Michelia alba, M. figo... 

Amurensins B, C, D and G (596-599) were isolated from the roots of Vitis amurensis Rupr [215,216,292]. Compounds 597 and 598 are the first resveratrol trimers with an unsaturated benzofuran ring. Compounds 596 and 597 possess a cis dihydrobenzofuran moiety. 

Amurensins I-M (737-741) were isolated from the roots of Vitis amurensis (Rupr.). Some of them had an ampelopsin A or balanocarpol unit, in which the conformations of the seven-membered carbon ring were identified for the first time. The authors claimed that (+)-vitisin A (698) and 7-2-viniferin (747) [330] should have the same structure with a pseudo-boat conformation of the seven-membered ring and y-2-viniferin (747) was erroneously elucidated [329]. 

Davidiol D (754) isolated from the roots of Sophora davidii was the first natural instance of a resveratrol pentamer [339]. The pentamers amurensins E (751) and F (752) were isolated from the roots of Vitis amurensis Rupr. with an unsaturated benzofuran ring [216]. Upunoside A (753) isolated from the stem of Upuna borneensis (Dipterocarpaceae) is the first instance of a resveratrol pentamer glucoside, and the aglycon has dibenzo-fused bicyclo[5.3.0]octadiene and two dihydrobenzofuran moieties [223], Fig. (45). 

Vitis amurensis Rupr. (seeds) Spirobiflavonoid (two Cis moieties of flavonoid origin) Vitisinol (449). Traditional Chinese medicine. Wang et al., 2000[360]. 

A. Coupling reaction using ferric chloride (FeCl ) as oxidant 1, The polymerization from homo-monomer Compound 16 isolated from Vitis amurensis showed strong biological activity [7, 65] and its biomimetic synthesis was achieved as shown in Fig. (7). Oxidative coupling reaction of 1 with FeCU as oxidant produced an intermediate, ( )- -viniferin (107), by silica gel column chromatography. After acetylation, it was dehydrogenated by treatment with 2,3-dichloro-5,6- dicyano-1, 4-benzoquinone (DDQ) to afford an intermediate(108) and the desired compound 16 in 20% yield [7]. 

---