Stereoisomers of Castasterone, 3-Epicastasterone and 2,3-Diepicastasterone, in Immature Seeds of Phaseolus vulgaris

• Published in: Journal of plant biology = Singmul Hakhoe chi Vol. 54; no. 1; pp. 10 - 14
• Main Authors: Lee, S.C., Chung-Ang University, Seoul, Republic of Korea, Joo, S.H., Chung-Ang University, Seoul, Republic of Korea, Kim, S.K., Chung-Ang University, Seoul, Republic of Korea
• Format: Journal Article
• Language: English
• Published: New York Springer-Verlag 01.02.2011; Springer Nature B.V; 한국식물학회
• Subjects: 2,3-Diepicastasterone; 3-Epicastasterone; Biological activity; Biomedical and Life Sciences; BRASINOSTEROIDES; BRASSINOSTEROIDE; BRASSINOSTEROIDS; French beans; Life Sciences; NMR; Nuclear magnetic resonance; Original Research; Phaseolus vulgaris; Plant Breeding/Biotechnology; Plant Ecology; Plant Genetics and Genomics; Plant Sciences; Plant Systematics/Taxonomy/Biogeography; Seeds; Stereoisomerism; Stereoisomers; Structure elucidation; 생물학; Brassinosteroids; 2,3; 3; Structure elucidation; castasterone; Biological activity
• ISSN: 1226-9239; 1867-0725
• DOI: 10.1007/s12374-010-9131-x

A capillary GC-MS analysis revealed that two stereoisomers of castasterone are contained in immature seeds of Phaseolus vulgaris. 400 MHz proton NMR analysis of the stereoisomers determined they are A ring epimers of castasterone, 3-epicastasterone and 2,3-diepicastasterone. In rice lamina inclination assay, 3-epicastasterone and 2,3-diepicastasterone showed reduced biological activity than that of castasterone. Together with our previous finding that 2-epicastasterone exhibits a less biological activity than CS, this result indicates that epimerization of hydroxyl at C-2 or/and C-3 is/are inactive processes to reduce biological activity of CS after exerting as a bioactive brassinosteroid in P. vulgaris.