Two New Halogenated Compounds from the Marine Red Alga Laurencia nipponica Yamada from the Kunashiri and Etorofu Islands.
C15 acetogenin
Laurencia nipponica
chemical race
halogenated secondary metabolite
sesquiterpenoid
Journal
Chemistry & biodiversity
ISSN: 1612-1880
Titre abrégé: Chem Biodivers
Pays: Switzerland
ID NLM: 101197449
Informations de publication
Date de publication:
Sep 2021
Sep 2021
Historique:
received:
20
05
2021
accepted:
22
07
2021
pubmed:
25
7
2021
medline:
6
11
2021
entrez:
24
7
2021
Statut:
ppublish
Résumé
The red alga Laurencia nipponica comprises various chemical races distributed relative to the ocean current in Japanese coastal areas. We investigated the chemical compositions and chemical races of L. nipponica distributed from the Kunashiri and Etorofu Islands, the confluence of the Soya warm current and Oya-shio cold current. Two new halogenated secondary metabolites, deacetylneonipponallene (1) and neopacifenol (2), along with four known compounds, deoxyprepacifenol (3), pacifenol (4), halo-chamigrene diether (5), and isolaurallene (6) were isolated from L. nipponica collected at Chikappunai, Kunashiri Island, while Zaimokuiwa (Kunashiri Island) and Sana (Etorofu Island) populations contained 3, 7-hydroxylaurene (7), 2,10-dibromo-3-chloro-9-hydroxy-α-chamigrene (8), and (3Z)-laurefucin (9). The structures of 1 and 2 were established using spectroscopic methods. The chemical races of L. nipponica distributed in this area were divided into 6- and 9-producing races. Interestingly, both races contained 4 as an additional race-index, as well as its derivatives, 2 and 5. To the best of our knowledge, this is the first example of a race comprising a mixture of two race-index compounds, suggesting that the convergence of two currents causes the production of new and diverse chemical races in this species.
Identifiants
pubmed: 34302322
doi: 10.1002/cbdv.202100397
doi:
Substances chimiques
Sesquiterpenes
0
chamigrene
0
pacifenol
33880-90-9
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
e2100397Subventions
Organisme : JSPS KAKENHI
ID : 21405009
Organisme : JSPS KAKENHI
ID : 21K14904
Organisme : Oshimo Foundation
Commentaires et corrections
Type : ErratumIn
Informations de copyright
© 2021 Wiley-VHCA AG, Zurich, Switzerland.
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