Gossypolhemiquinone, a dimeric sesquiterpenoid identified in cotton (Gossypium)
| Autor: | James Frelichowski, Alois A. Bell, Lorraine S. Puckhaber, J. F. Esquivel, Michael K. Dowd, Sara E. Duke, John K. Westbrook, Robert D. Stipanovic, Mike O’Neil, Kater Hake |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
0301 basic medicine
Plant Science Moths Horticulture Gossypium Biochemistry 03 medical and health sciences Pigment chemistry.chemical_compound Botany Bucculatrix thurberiella Animals Molecular Biology Malvaceae Molecular Structure biology fungi Gossypol General Medicine Gossypium thurberi biology.organism_classification Antineoplastic Agents Phytogenic Terpenoid Plant Leaves 030104 developmental biology chemistry Larva visual_art visual_art.visual_art_medium Helicoverpa zea Drug Screening Assays Antitumor |
| Zdroj: | Phytochemistry. 122:165-171 |
| ISSN: | 0031-9422 |
| DOI: | 10.1016/j.phytochem.2015.12.009 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect