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Paper | Regular issue | Vol 102, No. 1, 2021, pp.35-43
Published online, 4th December, 2020
DOI: 10.3987/COM-20-14351
Elucidation of Absolute Configuration of Ophiorrhiside A by Comparison of ECD Spectra with That of Model Chiral Compound Having a 1,2,3,4-Tetrahydro-β-carbolin-3-one Skeleton

Tadayoshi Onozawa, Noriyuki Kogure, Hiromitsu Takayama, and Mariko Kitajima*

*Department of Biofunctional Molecular Chemistry, Graduate School of Pharmaceutical Sciences, Chiba University, 1-8-1 Inohana, Chuo-ku, Chiba 260-8675, Japan

Abstract

A chiral 1,2,3,4-tetrahydro-β-carbolin-3-one having a substituent at C-1 was synthesized from L-leucine and used to elucidate the absolute configuration at C-3 of ophiorrhiside A, a monoterpenoid glucoindole alkaloid.