Semisynthesis and Pesticidal Activities of Novel Cholesterol Ester Derivatives Containing Cinnamic Acid-like Fragments
Due to the extensive use of agrochemicals resulting in the emergence of pesticide resistance and ecological environment problems, the research and development of new alternatives for crop protection is highly desirable. In order to discover potent natural product-based insecticide candidates, a seri...
| Main Authors: | , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2022-12-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1420-3049/27/23/8437 |
| _version_ | 1797462580585824256 |
|---|---|
| author | Rongfei Lu Jianwei Xu Zhen Wang Shaoyong Zhang Hailong Wang Hui Xu Min Lv |
| author_facet | Rongfei Lu Jianwei Xu Zhen Wang Shaoyong Zhang Hailong Wang Hui Xu Min Lv |
| author_sort | Rongfei Lu |
| collection | DOAJ |
| description | Due to the extensive use of agrochemicals resulting in the emergence of pesticide resistance and ecological environment problems, the research and development of new alternatives for crop protection is highly desirable. In order to discover potent natural product-based insecticide candidates, a series of new cholesterol ester derivatives containing cinnamic acid-like fragments at the C-7 position were synthesized. Some derivatives showed potent pesticidal activities. Against <i>Mythimna separata</i> Walker, compounds <b>2a</b>, <b>Id</b>, <b>Ig</b>, and <b>IIg</b> showed 2.1–2.4-fold growth-inhibitory activity of the precursor cholesterol. Against <i>Plutella xylostella</i> Linnaeus, compounds <b>Ig</b>, <b>IIf</b>, and <b>IIi</b> exhibited 1.9–2.1-fold insecticidal activity of cholesterol. These results will pave the way for the future synthesis of cholesterol-based derivatives as agrochemicals. |
| first_indexed | 2024-03-09T17:39:34Z |
| format | Article |
| id | doaj.art-55235231deac427baf6da38bd7bdb4d2 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-09T17:39:34Z |
| publishDate | 2022-12-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-55235231deac427baf6da38bd7bdb4d22023-11-24T11:42:13ZengMDPI AGMolecules1420-30492022-12-012723843710.3390/molecules27238437Semisynthesis and Pesticidal Activities of Novel Cholesterol Ester Derivatives Containing Cinnamic Acid-like FragmentsRongfei Lu0Jianwei Xu1Zhen Wang2Shaoyong Zhang3Hailong Wang4Hui Xu5Min Lv6College of Plant Protection, Northwest A & F University, Xianyang 712100, ChinaCollege of Plant Protection, Northwest A & F University, Xianyang 712100, ChinaCollege of Plant Protection, Northwest A & F University, Xianyang 712100, ChinaKey Laboratory of Vector Biology and Pathogen Control of Zhejiang Province, College of Life Science, Huzhou University, Huzhou 313000, ChinaYan’an Institute of Agricultural Sciences, Yan’an 716000, ChinaCollege of Plant Protection, Northwest A & F University, Xianyang 712100, ChinaCollege of Plant Protection, Northwest A & F University, Xianyang 712100, ChinaDue to the extensive use of agrochemicals resulting in the emergence of pesticide resistance and ecological environment problems, the research and development of new alternatives for crop protection is highly desirable. In order to discover potent natural product-based insecticide candidates, a series of new cholesterol ester derivatives containing cinnamic acid-like fragments at the C-7 position were synthesized. Some derivatives showed potent pesticidal activities. Against <i>Mythimna separata</i> Walker, compounds <b>2a</b>, <b>Id</b>, <b>Ig</b>, and <b>IIg</b> showed 2.1–2.4-fold growth-inhibitory activity of the precursor cholesterol. Against <i>Plutella xylostella</i> Linnaeus, compounds <b>Ig</b>, <b>IIf</b>, and <b>IIi</b> exhibited 1.9–2.1-fold insecticidal activity of cholesterol. These results will pave the way for the future synthesis of cholesterol-based derivatives as agrochemicals.https://www.mdpi.com/1420-3049/27/23/8437cholesterolcinnamic acidstructural modificationagricultural activity |
| spellingShingle | Rongfei Lu Jianwei Xu Zhen Wang Shaoyong Zhang Hailong Wang Hui Xu Min Lv Semisynthesis and Pesticidal Activities of Novel Cholesterol Ester Derivatives Containing Cinnamic Acid-like Fragments Molecules cholesterol cinnamic acid structural modification agricultural activity |
| title | Semisynthesis and Pesticidal Activities of Novel Cholesterol Ester Derivatives Containing Cinnamic Acid-like Fragments |
| title_full | Semisynthesis and Pesticidal Activities of Novel Cholesterol Ester Derivatives Containing Cinnamic Acid-like Fragments |
| title_fullStr | Semisynthesis and Pesticidal Activities of Novel Cholesterol Ester Derivatives Containing Cinnamic Acid-like Fragments |
| title_full_unstemmed | Semisynthesis and Pesticidal Activities of Novel Cholesterol Ester Derivatives Containing Cinnamic Acid-like Fragments |
| title_short | Semisynthesis and Pesticidal Activities of Novel Cholesterol Ester Derivatives Containing Cinnamic Acid-like Fragments |
| title_sort | semisynthesis and pesticidal activities of novel cholesterol ester derivatives containing cinnamic acid like fragments |
| topic | cholesterol cinnamic acid structural modification agricultural activity |
| url | https://www.mdpi.com/1420-3049/27/23/8437 |
| work_keys_str_mv | AT rongfeilu semisynthesisandpesticidalactivitiesofnovelcholesterolesterderivativescontainingcinnamicacidlikefragments AT jianweixu semisynthesisandpesticidalactivitiesofnovelcholesterolesterderivativescontainingcinnamicacidlikefragments AT zhenwang semisynthesisandpesticidalactivitiesofnovelcholesterolesterderivativescontainingcinnamicacidlikefragments AT shaoyongzhang semisynthesisandpesticidalactivitiesofnovelcholesterolesterderivativescontainingcinnamicacidlikefragments AT hailongwang semisynthesisandpesticidalactivitiesofnovelcholesterolesterderivativescontainingcinnamicacidlikefragments AT huixu semisynthesisandpesticidalactivitiesofnovelcholesterolesterderivativescontainingcinnamicacidlikefragments AT minlv semisynthesisandpesticidalactivitiesofnovelcholesterolesterderivativescontainingcinnamicacidlikefragments |