Kitajima M, Hashimoto K, Yokoya M, Takayama H, Aimi N, Sakai S I
Faculty of Pharmaceutical Sciences, Chiba University, Japan.
Chem Pharm Bull (Tokyo). 2000 Oct;48(10):1410-2. doi: 10.1248/cpb.48.1410.
A new gluco indole alkaloid, 3,4-dehydro-5-carboxystrictosidine, was obtained from Peruvian Uña de Gato (Cat's Claw, original plant: Uncaria tomentosa) together with two known gluco indole alkaloids. This compound was the first example of isolation of a gluco monoterpenoid indole alkaloid having a 3,4-dihydro-beta-carboline ring system from nature. A characteristic feature of the compound was the quick replacement of the methylene hydrogens on C-14 with deuterium that was observed when it was dissolved in CD3OD. We demonstrated a similar proton-deuterium exchange on a model compound, 1-methyl-3,4-dihydro-gamma-carboline, in CD3OD solution.
从秘鲁猫爪草（猫爪，原植物：毛钩藤）中获得了一种新的葡萄糖吲哚生物碱，3,4-脱氢-5-羧基 strictosidine，以及两种已知的葡萄糖吲哚生物碱。该化合物是从自然界中分离出的具有 3,4-二氢-β-咔啉环系统的葡萄糖单萜吲哚生物碱的首个实例。该化合物的一个特征是，当它溶解在 CD3OD 中时，观察到 C-14 上的亚甲基氢被氘快速取代。我们在 CD3OD 溶液中的模型化合物 1-甲基-3,4-二氢-γ-咔啉上证明了类似的质子-氘交换。
