Synthesis and structure of tricyclic quinazoline alkaloid oxalates

被引:0
作者
A. G. Tozhiboev
K. K. Turgunov
B. Tashkhodzhaev
Kh. M. Shakhidoyatov
机构
[1] Academy of Sciences of the Republic of Uzbekistan,S. Yu. Yunusov Institute of the Chemistry of Plant Substances
来源
Chemistry of Natural Compounds | 2007年 / 43卷
关键词
deoxyvasicinone; 2,3-tetra-,-pentamethylene-3,4-dihydroquinazol-4-one; oxalates; x-ray crystal structure; complexes; protonation; H-bonds;
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中图分类号
学科分类号
摘要
Oxalates of the alkaloids deoxyvasicinone, 2,3-tetra-, and their seven-membered analog 2,3-pentamethylen-3,4-dihydroquinazol-4-one and the complex of 2,3-pentamethylen-3,4-dihydroquinazol-4-one hydrochloride with oxalic acid were synthesized. It was found that 2:1, 2:1, and 1:1 alkaloid:oxalic acid complexes, respectively, were formed. The last complex had 2,3-pentamethylen-3,4-dihydroquinazol-4-one, oxalic acid, and HCl in a 2:1:2 ratio, respectively. X-ray crystal structures of single crystals were performed. The oxalate of 2,3-pentamethylen-3,4-dihydroquinazol-4-one and its hydrochloride formed salts with a protonated N1 atom and involvement of only one hydroxyl. The other alkaloids formed a complex with oxalic acid through N1…H-O H-bonds involving both acid hydroxyls.
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页码:184 / 189
页数:5
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