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Diterpenoid Alkaloids from the Lateral Root of Aconitum carmichaelii

2012; American Chemical Society; Volume: 75; Issue: 6 Linguagem: Inglês

10.1021/np300225t

1520-6025

Bingya Jiang, Sheng Lin, Chenggen Zhu, Sujuan Wang, Yanan Wang, Minghua Chen, Jianjun Zhang, Jin‐Feng Hu, Naihong Chen, Yongchun Yang, Jian‐Gong Shi,

Berberine and alkaloids research

Twenty-six new diterpenoid alkaloids, 1-26 (1-4: hetisan-type C(20)-diterpenoid alkaloids; 5-26: aconitane C(19)-diterpenoid alkaloids), and two known analogues, hypaconitine 27 and benzoylmesaconine 28, have been isolated from a water extract of the lateral root of Aconitum carmichaelii. Compounds 7 and 8 are rare examples of conformational isomers obtained from the same material. The conformation and conformational transformation of ring A in the C(19)-diterpenoid alkaloids are discussed on the basis of NMR data analysis in combination with single-crystal X-ray crystallography of 6 and 27 by anomalous scattering of Cu Kα radiation. In preliminary analgesic and toxicity assays, the isomer with ring A in the chair conformation (8 or 27) was found to be more active than that with ring A in the boat conformation (7 or 27a). In addition, 15, 16, and 19 showed neuroprotective activity.