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Gossypolhemiquinone, a dimeric sesquiterpenoid identified in cotton (Gossypium).
- Source :
-
Phytochemistry [Phytochemistry] 2016 Feb; Vol. 122, pp. 165-171. Date of Electronic Publication: 2015 Dec 22. - Publication Year :
- 2016
-
Abstract
- The report that the cotton leaf perforator, Bucculatrix thurberiella, is one of the few insect herbivores to attack Gossypium thurberi prompted an investigation of the terpenoids present in the leaves of this wild species of cotton. Members of Gossypium produce subepidermal pigment glands in their leaves that contain the dimeric sesquiterpenoid gossypol as well as other biosynthetically related terpenoids. In addition to gossypol, a previously unknown dimeric sesquiterpenoid, gossypolhemiquinone (GHQ), was identified in trace amounts in G. thurberi, a member of the D genome. Other members of the D genome of Gossypium were subsequently found to contain this compound, but GHQ was not detected in commercial cotton cultivars. When fed to Helicoverpa zea in an artificial diet, GHQ delayed days-to-pupation, reduced pupal weights, and survival to adulthood to a lesser or equal extent than gossypol in comparison to the control diet. However, GHQ had a synergistic effect on survival and days-to-pupation when combined with gossypol at the highest dosage tested (0.18%; 15.5:84.5 GHQ:gossypol). Because gossypol exhibits anti-cancer activity, GHQ was also evaluated for its anti-cancer activity against the National Cancer Institute's 60-Human Tumor Cell Line Screen. Significant inhibitory activity against most of these cell lines was not observed, but the results may offer some promise against leukemia cancer cell lines.<br /> (Published by Elsevier Ltd.)
- Subjects :
- Animals
Antineoplastic Agents, Phytogenic chemistry
Antineoplastic Agents, Phytogenic pharmacology
Drug Screening Assays, Antitumor
Gossypium genetics
Gossypol chemistry
Gossypol pharmacology
Larva drug effects
Molecular Structure
Moths drug effects
Plant Leaves metabolism
Antineoplastic Agents, Phytogenic isolation & purification
Gossypium chemistry
Gossypol analogs & derivatives
Gossypol isolation & purification
Subjects
Details
- Language :
- English
- ISSN :
- 1873-3700
- Volume :
- 122
- Database :
- MEDLINE
- Journal :
- Phytochemistry
- Publication Type :
- Academic Journal
- Accession number :
- 26725485
- Full Text :
- https://doi.org/10.1016/j.phytochem.2015.12.009