Ciliatasecones A–C, three rearranged limonoids from Toona ciliata var. yunnanensis. Issue 3 (21st December 2018)

• Record Type: Journal Article
• Authors: Zhang, Pan-Pan; Cui, Zhi-Rong; Li, Yi; Heng, Li; Wei, Shan-Shan; Wang, Xiao-Bing; Yang, Ming-Hua; Luo, Jun; Kong, Ling-Yi
• Is Part Of: Organic & biomolecular chemistry. Volume 17:Issue 3(2018)
• Page Start: 555
• Page End: 560
• Publication Date: 2018-12-21
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c8ob02736f
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Three rearranged limonoids with a novel ring- seco model and an unprecedented cycle system were isolated from Toona ciliata var. yunnanensis. Abstract : Ciliatasecones A–C (1–3 ), three rearranged limonoids with a novel ring- seco model and an unprecedented cycle system, were isolated from the root bark of Toona ciliata var. yunnanensis . Ciliatasecones A–B (1–2 ) share a novel cyclopenta[ b ]furan ring C/D system through C-9/11- seco and C-11/14 ether linkage. Ciliatasecone C (3 ) was found to possess a rare rearranged six-membered lactone ring B between C-7 and C-9. Plausible biogenetic pathway speculation indicated that C-9/11 cleavage and oxygen bridge formation played the key roles in the framework rearrangement of1–3 .