ent-kaurene diterpenoids from Blepharispermum hirtum

Majekodunmi O. Fatope, Gouri B. Varma, Nasser M. Alzri, Ruchi G. Marwah, Rani S. Nair

Research output: Contribution to journalArticle

Abstract

The twigs and leaves of Blepharispermum hirtum Oliver (Asteraceae) were investigated for their larvicidal and antimicrobial activity. Fractionation of the extracts of the twigs, directed by brine shrimp test and antibacterial activities, led to the isolation of compounds 1-4; two of which are new ent-kaurene diterpenoids, blepharispins A and B (1 and 2, resp.). The structures of compounds 1 and 2 were established from spectral data. The absolute configuration at C(15) in 1 was inferred from Mosher ester analysis and relative configurations were suggested by a NOESY experiment. Compound 4 was significantly larvicidal to newly hatched naupleii of Artemia salina L. (BST LC 50=1.3 (3.7 -0.0) μg/ml), but the blepharispins were not (BST LC 50>500 μg/ml). Nevertheless, compound 1 inhibited the growth of Staphylococcus aureus and Bacillus subtilis at a MIC value of 62.5 μg/ml. The significance of the bioactivity results and the presence of ent-kaurene diterpenoids in B. hirtum are discussed from biosynthetic and local utilization viewpoints.

Original languageEnglish
Pages (from-to)1862-1870
Number of pages9
JournalChemistry and Biodiversity
Volume7
Issue number7
DOIs
Publication statusPublished - Jul 2010

Fingerprint

Kaurane Diterpenes
Artemia
Diterpenes
Bacilli
Fractionation
Bioactivity
Esters
Asteraceae
Bacillus subtilis
Staphylococcus aureus
Experiments
Growth
ent-7beta,14-dihydroxy-11alpha-methoxy-18-aldehyde-11beta-20-epoxy-kaur-16-en-15-one

ASJC Scopus subject areas

  • Biochemistry
  • Chemistry(all)
  • Bioengineering
  • Molecular Biology
  • Molecular Medicine

Cite this

Fatope, M. O., Varma, G. B., Alzri, N. M., Marwah, R. G., & Nair, R. S. (2010). ent-kaurene diterpenoids from Blepharispermum hirtum. Chemistry and Biodiversity, 7(7), 1862-1870. https://doi.org/10.1002/cbdv.200900389

ent-kaurene diterpenoids from Blepharispermum hirtum. / Fatope, Majekodunmi O.; Varma, Gouri B.; Alzri, Nasser M.; Marwah, Ruchi G.; Nair, Rani S.

In: Chemistry and Biodiversity, Vol. 7, No. 7, 07.2010, p. 1862-1870.

Research output: Contribution to journalArticle

Fatope, MO, Varma, GB, Alzri, NM, Marwah, RG & Nair, RS 2010, 'ent-kaurene diterpenoids from Blepharispermum hirtum', Chemistry and Biodiversity, vol. 7, no. 7, pp. 1862-1870. https://doi.org/10.1002/cbdv.200900389
Fatope, Majekodunmi O. ; Varma, Gouri B. ; Alzri, Nasser M. ; Marwah, Ruchi G. ; Nair, Rani S. / ent-kaurene diterpenoids from Blepharispermum hirtum. In: Chemistry and Biodiversity. 2010 ; Vol. 7, No. 7. pp. 1862-1870.
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