Feruhermonins a-c: three daucane esters from the seeds of ferula hermonis (apiaceae)

A.A. Auzi, A.I. Gray, M.M. Salem, A.A. Badwan, S.D. Sarker

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

Seventeen daucane esters have been isolated from the seeds of Ferula hermonis Boiss (Apiaceae). Three of these sesquiterpenes, 4 beta-hydroxy-6 alpha- benzoyl-7-daucen-9-one (1), 4 beta, 8 beta-dihydroxy-6 alpha-benzoyl-dauc-9-ene (2), and 4 beta, 9 alpha-dihydroxy-6 alpha-benzoyl-dauc-7-ene (4), named feruhermonins A-C, respectively, are novel natural products. The structures of these compounds were elucidated unequivocally by a series of 1D and 2D NMR analyses. Although 4 beta, 8 beta-dihydroxy-6 alpha-(4-hydroxy-3-methoxybenzoyl)-dauc-9-ene (3) was reported previously, the complete spectroscopic data for this compound are presented here for the first time.
LanguageEnglish
Pages701-707
Number of pages6
JournalJournal of Asian Natural Products Research
Volume10
Issue number8
DOIs
Publication statusPublished - 2008

Fingerprint

Ferula
Apiaceae
Sesquiterpenes
Biological Products
Seed
Seeds
Esters
Nuclear magnetic resonance

Keywords

  • ferula hermonis
  • seeds
  • apiaceae
  • daucane esters
  • sesquiterpene

Cite this

Auzi, A.A. ; Gray, A.I. ; Salem, M.M. ; Badwan, A.A. ; Sarker, S.D. / Feruhermonins a-c: three daucane esters from the seeds of ferula hermonis (apiaceae). In: Journal of Asian Natural Products Research. 2008 ; Vol. 10, No. 8. pp. 701-707.
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Feruhermonins a-c: three daucane esters from the seeds of ferula hermonis (apiaceae). / Auzi, A.A.; Gray, A.I.; Salem, M.M.; Badwan, A.A.; Sarker, S.D.

In: Journal of Asian Natural Products Research, Vol. 10, No. 8, 2008, p. 701-707.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Feruhermonins a-c: three daucane esters from the seeds of ferula hermonis (apiaceae)

AU - Auzi, A.A.

AU - Gray, A.I.

AU - Salem, M.M.

AU - Badwan, A.A.

AU - Sarker, S.D.

PY - 2008

Y1 - 2008

N2 - Seventeen daucane esters have been isolated from the seeds of Ferula hermonis Boiss (Apiaceae). Three of these sesquiterpenes, 4 beta-hydroxy-6 alpha- benzoyl-7-daucen-9-one (1), 4 beta, 8 beta-dihydroxy-6 alpha-benzoyl-dauc-9-ene (2), and 4 beta, 9 alpha-dihydroxy-6 alpha-benzoyl-dauc-7-ene (4), named feruhermonins A-C, respectively, are novel natural products. The structures of these compounds were elucidated unequivocally by a series of 1D and 2D NMR analyses. Although 4 beta, 8 beta-dihydroxy-6 alpha-(4-hydroxy-3-methoxybenzoyl)-dauc-9-ene (3) was reported previously, the complete spectroscopic data for this compound are presented here for the first time.

AB - Seventeen daucane esters have been isolated from the seeds of Ferula hermonis Boiss (Apiaceae). Three of these sesquiterpenes, 4 beta-hydroxy-6 alpha- benzoyl-7-daucen-9-one (1), 4 beta, 8 beta-dihydroxy-6 alpha-benzoyl-dauc-9-ene (2), and 4 beta, 9 alpha-dihydroxy-6 alpha-benzoyl-dauc-7-ene (4), named feruhermonins A-C, respectively, are novel natural products. The structures of these compounds were elucidated unequivocally by a series of 1D and 2D NMR analyses. Although 4 beta, 8 beta-dihydroxy-6 alpha-(4-hydroxy-3-methoxybenzoyl)-dauc-9-ene (3) was reported previously, the complete spectroscopic data for this compound are presented here for the first time.

KW - ferula hermonis

KW - seeds

KW - apiaceae

KW - daucane esters

KW - sesquiterpene

UR - http://dx.doi.org.10.1080/10286020802016040

U2 - 10.1080/10286020802016040

DO - 10.1080/10286020802016040

M3 - Article

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SP - 701

EP - 707

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T2 - Journal of Asian Natural Products Research

JF - Journal of Asian Natural Products Research

SN - 1028-6020

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ER -