Dwuma-Badu D, Ayim J S, Fiagbe N Y, Tackie A N, Knapp J E, Slatkin D J, Schiff P L
Lloydia. 1976 Jul-Aug;39(4):213-7.
Dinklacorine was first isolated in 1974 from extracts of the roots of Tiliacora dinklagei Engl. (Menispermaceae) and designated TD-2. The ir, uv and mass spectra of dinklacorine were very similar to those of the dibenzodioxin biphenylalkaloid tiliacorine. However, the two alkaloids differed in their mp, specific rotation and nmr spectra. Methylation of dinklacorine with diazomethane afforded O-methyltiliacorine while treatment of dinklacorine with sodium methoxide and methyl iodide gave O-methyltiliacorine dimethiodide. However, prolonged treatment of tiliacorine and dinklacorine with diazoethane afforded different O-ethyl ethers. In addition, O-ethyldinklacorine dimethiodide and O-ethyltiliacorne dimethiodide were different. Furthermore, acetylation of the two alkaloids with acetic anhydride and puridine gave O-macetyl esters which were not identical. A considertation to these data and especially the mass spectral fragmentation patterns indicated dinklacorine to be a positional isomer of tiliacorine with the phenolic hydroxy group present in the biphenyl portion of the molecule on the opposite side to tiliacorine. Finally, a comparison of the cd spectra of dinklacorine and tiliacorine suggests that they have the same stereochemistry.
丁克拉可林于1974年首次从锡生藤（防己科）根部提取物中分离出来，并命名为TD - 2。丁克拉可林的红外光谱、紫外光谱和质谱与二苯并二恶英联苯生物碱锡生藤碱非常相似。然而，这两种生物碱在熔点、比旋光度和核磁共振光谱方面存在差异。用重氮甲烷对丁克拉可林进行甲基化得到O - 甲基锡生藤碱，而用甲醇钠和甲基碘处理丁克拉可林则得到O - 甲基锡生藤碱二甲基碘化物。然而，用重氮乙烷对锡生藤碱和丁克拉可林进行长时间处理得到了不同的O - 乙基醚。此外，O - 乙基丁克拉可林二甲基碘化物和O - 乙基锡生藤碱二甲基碘化物也不同。此外，用乙酸酐和吡啶对这两种生物碱进行乙酰化得到的O - 乙酰酯并不相同。对这些数据的考虑，尤其是质谱裂解模式表明丁克拉可林是锡生藤碱的位置异构体，其分子联苯部分中的酚羟基位于与锡生藤碱相反的一侧。最后，丁克拉可林和锡生藤碱的圆二色光谱比较表明它们具有相同的立体化学。
