Dihydrobenzo[c]phenanthridine alkaloids from stem bark of Zanthoxylum nitidum.
Five novel alkaloids, zanthomuurolanine ( 1), epi-zanthomuurolanine ( 2), zanthocadinanines A ( 3) and B ( 4), and epi-zanthocadinanine B ( 5), composed of dihydrochelerythrine and a cadinane-type sesquiterpene linked by a methylene bridge, have been isolated from stem bark of Zanthoxylum nitidum. These structures were elucidated by spectroscopic techniques (UV, IR, MS, CD, 1H NMR, 13C NMR, DEPT, COSY, NOESY, HSQC, and HMBC analyses). Single-crystal X-ray diffraction studies confirmed the relative configurations of 1 and 4 and provided additional support for the structures of 2, 3, and 5.
Yang
Cheng-Hui
CH
Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan, Republic of China.
Cheng
Ming-Jen
MJ
Chiang
Michael Y
MY
Kuo
Yueh-Hsiung
YH
Wang
Chyi-Jia
CJ
Chen
Ih-Sheng
IS
D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification*; D053119:Benzophenanthridines / Q000737:chemistry / Q000302:isolation & purification*; D018360:Crystallography, X-Ray; D008968:Molecular Conformation; D015394:Molecular Structure; D024301:Plant Bark / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D013624:Taiwan; D032106:Zanthoxylum / Q000737:chemistry*
D000470:Alkaloids; D053119:Benzophenanthridines