New (4 → 2)-abeo-clerodane diterpenoids from the Polyalthia laui and their chemotaxonomic significance. (February 2023)

• Record Type: Journal Article
• Authors: Yu, Zhang-Xin; Song, Xin-Ming; Li, Mu-Yuan; Zhang, Man-Man; Huang, Li-Zhu; Li, Xiao-Bao
• Is Part Of: Biochemical systematics and ecology. Volume 106(2023)
• Publication Date: 2023-02
• Subjects: Polyalthia -- Clerodane diterpenoids -- (4 → 2)-abeo -- Chemotaxonomy; Chemotaxonomy -- Periodicals; Biochemical variation -- Periodicals; Ecology -- Periodicals; Biochemistry -- Periodicals; Ecology -- Periodicals; Chimiotaxinomie -- Périodiques; Variation biochimique -- Périodiques; Écologie -- Périodiques; 578.012
• DOI: 10.1016/j.bse.2022.104550
• Languages: English
• ISSNs: 0305-1978

Abstract

Abstract: The phytochemical investigation of the Polyalthia laui led to the isolation of two new (4 → 2)- abeo -clerodane diterpenoids [(4 → 2)- abeo -6, 16-dihydroxycleroda-2, 13 Z -dien-15-oic acid (1 ), and (4 → 2)- abeo -13-hydroxycleroda-2-en-15, 16-olide-3-al (2 )], together with seven known analogues [salvicinolide (3 ), (4 → 2)- abeo -16 ( R / S )-2, 13 Z -kolavadien-15, 16-olide-3-al (4 ), solidagonal acid (5 ), 16-hydroxycleroda-4 (18), 13-dien-15, 16-olide (6 ), 16-hydroxy-3, 13Z-kolavadien-16, 15-olide (7 ), cleroda-4 (18), 13-dien-15, 16-olide (8 ), 16-hydroxycleroda-3, 13 E -dien-15-oic acid (9 )]. The structures were elucidated by extensive NMR and HRESIMS analysis. The chemotaxonomic significance of the isolates was also discussed. Compound 3 was reported from the genus of Polyalthia for the first time, and the 13 C NMR data has not been published so far. All the compounds were isolated from the P. laui for the first time except 7 and 8 . Graphical abstract: Image 1 Highlights: Two new (4. → 2)- abeo -clerodane diterpenoids, together with seven known analogues were isolated. Compound 3 was reported from the genus of Polyalthia for the first time. Compounds 1 –3 could contribute as fingerprints for P. laui.