التفاصيل البيبلوغرافية
| العنوان: |
Effect of the Stereoselectivity of para -Menthane-3,8-diol Isomers on Repulsion toward Aedes albopictus |
| المؤلفون: |
Lorenzo G. Borrego (2828618), Niryhasinandrianina Ramarosandratana (11425330), Erwann Jeanneau (838532), Estelle Métay (1891612), Voahangy V. Ramanandraibe (11425333), Mbolatiana T. Andrianjafy (11425336), Marc Lemaire (1891603) |
| سنة النشر: |
2021 |
| المجموعة: |
Smithsonian Institution: Digital Repository |
| مصطلحات موضوعية: |
Biochemistry, Medicine, Biotechnology, Ecology, Sociology, Biological Sciences not elsewhere classified, Chemical Sciences not elsewhere classified, Physical Sciences not elsewhere classified, volunteer tests show, thermodynamic control product, ray diffraction analysis, present paper demonstrates, new evaluation system, kinetic control product, insect odorant receptors, conventional synthetic repellents, insect repellents, work describes, somewhat lower, repellence activity, promising alternatives, physical properties, natural compound, evaporation rate, diastereodivergent method, crystals highlighted, bond patterns, aedes albopictus, >- menthane, 24 h |
| الوصف: |
Vector-borne diseases cause around 700,000 deaths every year. Insect repellents are one of the strategies to limit them. Para -menthane-3,8-diol (PMD), a natural compound, is one of the most promising alternatives to conventional synthetic repellents. This work describes a diastereodivergent method to synthesize each diastereoisomer of PMD from enantiopure citronellal and studies their repellence activity against Aedes albopictus. We found that cis -PMD is the kinetic control product of the cyclization of citronellal, while trans -PMD is the thermodynamic control product. X-ray diffraction analysis of crystals highlighted some differences in hydrogen-bond patterns between cis or trans isomers. The present paper demonstrates that (1 R )-(+)- cis -PMD has the highest repellency index using a new evaluation system for 24 h. (1 S )-(−)- cis -PMD has somewhat lower and (1 S )-(+)- trans -PMD and (1 R )-(−)- trans -PMD have a slight effect. Volunteer tests show that (1 R )-(+)- cis -PMD is the most efficient. This effect could be ascribed to the interaction of PMD/insect odorant receptors and their physical properties, that is, the evaporation rate. |
| نوع الوثيقة: |
article in journal/newspaper |
| اللغة: |
unknown |
| Relation: |
https://figshare.com/articles/journal_contribution/Effect_of_the_Stereoselectivity_of_i_para_i_-Menthane-3_8-diol_Isomers_on_Repulsion_toward_Aedes_albopictus/16610752 |
| DOI: |
10.1021/acs.jafc.1c03897.s001 |
| الاتاحة: |
https://doi.org/10.1021/acs.jafc.1c03897.s001 |
| Rights: |
CC BY-NC 4.0 |
| رقم الانضمام: |
edsbas.B2CFFE3D |
| قاعدة البيانات: |
BASE |