1. Lanicepines A and B, Sesquiterpenes with Amino Acid-Derived Substituents from the Flowering Aerial Parts of Saussurea laniceps .
- Author
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Tanaka N, Yoshino Y, Nakano F, Kurimoto SI, Kawazoe K, Tsuji D, Itoh K, Li SL, Sun HD, Takaishi Y, and Kashiwada Y
- Subjects
- Amino Acids analysis, Molecular Structure, Plant Components, Aerial chemistry, Sesquiterpenes, Guaiane chemistry, Saussurea chemistry, Sesquiterpenes chemistry
- Abstract
Two new guaianolide sesquiterpenes, lanicepines A ( 1 ) and B ( 2 ), possessing unusual amino acid-derived substituents at C-13, were isolated from the flowering aerial parts of Saussurea laniceps , a traditional herbal medicine also known as "snow lotus". The structures of 1 and 2 were elucidated based on spectroscopic analysis including applications of the modified Mosher's method and Marfey's method as well as ECD calculations. Lanicepine A ( 1 ) contains a dihydropyridinone moiety with a carbamoyl and a hydroxymethyl group. This substituent was considered to consist of asparagine and a C
4 unit. In contrast, lanicepine B ( 2 ) has a substituent that seems to be derived from l-proline and a C4 unit. Lanicepines A ( 1 ) and B ( 2 ) and two related known sesquiterpenes isolated from the same plant material, 11β,13-dihydrodesacylcynaropicrin ( 3 ) and 11β,13-dihydrodesacylcynaropicrin 8- O -β-d-glucoside ( 4 ), demonstrated inhibitory activity against IL-1β production from LPS-stimulated microglial cells.- Published
- 2022
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