Two new methyl-migrated 16,17-seco-dammarane triterpenoid saponins, named acerboside A (1) and acerboside B (2), were isolated from the seeds of Hovenia acerba. Their structures were elucidated on the basis of spectroscopic analysis and hydrolysis.
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Halimane Diterpenes in the Alpine Daisy : Absolute Configuration, 2,6-Dideoxyhexopyran-3-ulosides, Conformational Flexibility, and Intraspecific Variation.
J Nat Prod
August 2022
Department of Chemistry, University of Otago, P.O. Box 56, Dunedin 9054, New Zealand.
The methyl-migrated bicyclic skeleton of the halimane diterpenes has been found in a wide range of organisms, including flowering plants, liverworts, marine animals, and bacteria. The discovery of halima-1(10),14-dien-13-ol () from the Aotearoa New Zealand endemic alpine daisy is now reported. The full configuration was assigned for the first time by X-ray crystallography, enantiomeric to that of a liverwort isolate.
View Article and Find Full Text PDFArdisiatetrons A and B: tetronic acid derivatives and triterpenes from the leaves of Ardisia quinquegona and their biological activity.
J Nat Med
June 2021
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Kagawa Campus, 1314-1 Shido, Sanuki-shi, Kagawa, 769-2193, Japan.
Article Synopsis
- Two new alkylated tetronic acid derivatives, ardisiatetrons A and B, were discovered from the leaves of Ardisia quinquegona, along with four triterpenoids and one known compound.
- The structure of one of the new triterpenes was confirmed through X-ray crystallography.
- Compounds 2, 3, and 7 exhibited moderate activity against Leishmania and showed cytotoxic effects on A549 cells.
Cassane Diterpenoids from the Pericarps of Caesalpinia bonduc.
J Nat Prod
January 2016
State Key Laboratory of Drug Research and Natural Products Chemistry Department, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , 555 Zu-Chong-Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, People's Republic of China.
Ten new cassane-type diterpenoids, caesalbonducins D-F (1-3), 6-deacetoxybonducellpin B (4), 3-acetoxy-α-caesalpin (5), 2(3)-en-α-caesalpin (6), 1α-hydroxycaesalpinin J (7), 1α-hydroxy-6-decaetoxysalpinin J (8), 6α-hydroxycaesall M (9), and 6α-hydroxy-14(17)-dehydrocaesalpin F (10), along with eight known compounds (11-18), were isolated from the pericarps of Caesalpinia bonduc. Compounds 1-3 and 11 are methyl-migrated cassane-type diterpenoids with a 19(4→3)-cassane skeleton. The structures of 1-10 were elucidated on the basis of 1D and 2D NMR methods and other spectroscopic analysis.
View Article and Find Full Text PDFTwo methyl-migrated 16,17-seco-dammarane triterpenoid saponins from the seeds of Hovenia acerba.
J Asian Nat Prod Res
March 2012
Institute of Traditional Chinese Medicine and Natural Products, College of Pharmacy, Jinan University, Guangzhou, China.
Two new methyl-migrated 16,17-seco-dammarane triterpenoid saponins, named acerboside A (1) and acerboside B (2), were isolated from the seeds of Hovenia acerba. Their structures were elucidated on the basis of spectroscopic analysis and hydrolysis.
View Article and Find Full Text PDFMethyl migrated cassane-type furanoditerpenes of Caesalpinia crista from Myanmar.
Chem Pharm Bull (Tokyo)
October 2005
Institute of Natural Medicine, Toyama Medical and Pharmaceutical University, Toyama, Japan.
From the CH2Cl2 extract of seed kernels of Caesalpinia crista from Myanmar, two rare and biogenetically interesting methyl migrated cassane-type furanoditerpenes [caesalpinins MM (1) and MN (2)] and two normal cassane-type furanoditerpenes [caesalpinins MO (3) and MP (4)] have been isolated, together with eight known cassane-type diterpenes, 1-deacetoxy-1-oxocaesalmin C (5), 1-deacetylcaesalmin C (6), caesalmin C (7), bonducellpin C (8), caesaldekarin e (9), 2-acetoxycaesaldekarin e (10), 2-acetoxy-3-deacetoxycaesaldekarin e (11), and norcaesalpinin E (12). Among the known compounds, compounds 5 and 6 were for the first time isolated from a natural source. The structures of these compounds were elucidated by the use of spectroscopic techniques.
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