New Larvicidal Acetogenin from the Red Alga Laurencia papillosa

A new C15 acetogenin, cyclic enyne (12E)‐cis‐maneonene‐E (1) and (12Z)‐trans‐maneonene‐B (2), together with different secondary metabolites including sesquiterpenoid 2,10‐dibromo‐3‐chloro‐α‐chamigrene (3) and fatty acid aldehydes (4–8) were isolated from the petroleum ether extract of a red alga, id...

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Bibliographic Details
Published in:Clean : soil, air, water air, water, 2011-08, Vol.39 (8), p.787-794
Main Authors: Abou-Elnaga, Zeinab S., Alarif, Walied M., Al-lihaibi, Sultan S.
Format: Article
Language:English
Subjects:
C15 acetogenin
Culex pipiens
cyclic enyne
Earth sciences
Earth, ocean, space
Exact sciences and technology
Hydrology
Hydrology. Hydrogeology
larvicidal activity
Laurencia papillosa
Tribolium confusum
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Summary:A new C15 acetogenin, cyclic enyne (12E)‐cis‐maneonene‐E (1) and (12Z)‐trans‐maneonene‐B (2), together with different secondary metabolites including sesquiterpenoid 2,10‐dibromo‐3‐chloro‐α‐chamigrene (3) and fatty acid aldehydes (4–8) were isolated from the petroleum ether extract of a red alga, identified as Laurencia papillosa, collected from the Saudi Red Sea coast. The L. papillosa crude extract and its active ingredient acetogenin (1) have been evaluated for the ability to control two main economically important pests, the confused flour beetle larvae Tribolium confusum and Culex pipiens mosquito larvae. Compound 1 showed high potential as a natural insecticide against these two pests. In the case of T. confusum larvae, the LD50 values were 0.21 and 0.16% after 6 and 12 days of treatment with crude extract and acetogenin, respectively. On the other hand, the resulting LC50 values of mosquito larvae bioassay were 30.7, 36.9, and 41.8 ppm after 24 h treatment against 2nd, 3rd, and 4th larval instars, respectively. Also, an increase of the insecticidal effects against mosquito larvae was recorded after extending treatment time to 48 h. Studies on the non‐polar extract of the red alga L. papillosa yielded a new C15 acetogenin (cyclic enyne), (12E)‐cis‐maneonene‐E (1) and (12Z)‐trans‐maneonene‐B (2) together with different secondary metabolites. Compound 1 showed high potential as a natural insecticide against the confused flour beetle larvae Tribolium confusum and Culex pipiens mosquito larvae.
ISSN:1863-0650
1863-0669
1863-0669
DOI:10.1002/clen.201000597