Synthesis of sulfonate derivatives of carvacrol and thymol as anti-oomycetes agents.
Identifieur interne : 000040 ( Main/Exploration ); précédent : 000039; suivant : 000041Synthesis of sulfonate derivatives of carvacrol and thymol as anti-oomycetes agents.
Auteurs : Gen-Qiang Chen [République populaire de Chine] ; Di Sun [République populaire de Chine] ; Jin-Ming Yang [République populaire de Chine] ; Song Zhang [République populaire de Chine] ; Yue-E Tian [République populaire de Chine] ; Zhi-Ping Che [République populaire de Chine] ; Sheng-Ming Liu [République populaire de Chine] ; Jia Jiang [République populaire de Chine] ; Xiao-Min Lin [République populaire de Chine]Source :
- Journal of Asian natural products research [ 1477-2213 ] ; 2020.
Abstract
Two series of sulfonate derivatives of carvacrol and thymol were synthesized and screened in vitro for their anti-oomycete activity against Phytophthora capsici, respectively. Among all of 32 derivatives, five compounds 3a, 4a, 4k, 3n, and 4n exhibited more potent anti-oomycete activity against P. capsici with EC50 values of 66.66, 62.94, 68.65, 61.24, and 52.91 mg/L, respectively. This suggested that introduction of different substitutions at the hydroxyl position of 1/2 could have remarkable effect on anti-oomycete activity. Overall, when R1 = isopropyl and R2 = methyl, the anti-oomycete activities of the compounds were higher than that of the corresponding compounds of R1 = methyl and R2 = isopropyl.[Formula: see text].
DOI: 10.1080/10286020.2020.1758675
PubMed: 32406756
Affiliations:
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<front><div type="abstract" xml:lang="en">Two series of sulfonate derivatives of carvacrol and thymol were synthesized and screened <i>in vitro</i>
for their anti-oomycete activity against <i>Phytophthora capsici</i>
, respectively. Among all of 32 derivatives, five compounds <b>3a</b>
, <b>4a</b>
, <b>4k</b>
, <b>3n,</b>
and <b>4n</b>
exhibited more potent anti-oomycete activity against <i>P. capsici</i>
with EC<sub>50</sub>
values of 66.66, 62.94, 68.65, 61.24, and 52.91 mg/L, respectively. This suggested that introduction of different substitutions at the hydroxyl position of <b>1</b>
/<b>2</b>
could have remarkable effect on anti-oomycete activity. Overall, when R<sup>1</sup>
= isopropyl and R<sup>2</sup>
= methyl, the anti-oomycete activities of the compounds were higher than that of the corresponding compounds of R<sup>1</sup>
= methyl and R<sup>2</sup>
= isopropyl.[Formula: see text].</div>
</front>
</TEI>
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<ArticleTitle>Synthesis of sulfonate derivatives of carvacrol and thymol as anti-oomycetes agents.</ArticleTitle>
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</Pagination>
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<Abstract><AbstractText>Two series of sulfonate derivatives of carvacrol and thymol were synthesized and screened <i>in vitro</i>
for their anti-oomycete activity against <i>Phytophthora capsici</i>
, respectively. Among all of 32 derivatives, five compounds <b>3a</b>
, <b>4a</b>
, <b>4k</b>
, <b>3n,</b>
and <b>4n</b>
exhibited more potent anti-oomycete activity against <i>P. capsici</i>
with EC<sub>50</sub>
values of 66.66, 62.94, 68.65, 61.24, and 52.91 mg/L, respectively. This suggested that introduction of different substitutions at the hydroxyl position of <b>1</b>
/<b>2</b>
could have remarkable effect on anti-oomycete activity. Overall, when R<sup>1</sup>
= isopropyl and R<sup>2</sup>
= methyl, the anti-oomycete activities of the compounds were higher than that of the corresponding compounds of R<sup>1</sup>
= methyl and R<sup>2</sup>
= isopropyl.[Formula: see text].</AbstractText>
</Abstract>
<AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Chen</LastName>
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</AffiliationInfo>
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<Author ValidYN="Y"><LastName>Sun</LastName>
<ForeName>Di</ForeName>
<Initials>D</Initials>
<AffiliationInfo><Affiliation>Laboratory of Pesticidal Design and Synthesis, Department of Plant Protection, College of Forestry, Henan University of Science and Technology, Luoyang 471023, China.</Affiliation>
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</AffiliationInfo>
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</AffiliationInfo>
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</AffiliationInfo>
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<Author ValidYN="Y"><LastName>Liu</LastName>
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<AffiliationInfo><Affiliation>Laboratory of Pesticidal Design and Synthesis, Department of Plant Protection, College of Forestry, Henan University of Science and Technology, Luoyang 471023, China.</Affiliation>
</AffiliationInfo>
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<Author ValidYN="Y"><LastName>Jiang</LastName>
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<AffiliationInfo><Affiliation>Laboratory of Pesticidal Design and Synthesis, Department of Plant Protection, College of Forestry, Henan University of Science and Technology, Luoyang 471023, China.</Affiliation>
</AffiliationInfo>
</Author>
<Author ValidYN="Y"><LastName>Lin</LastName>
<ForeName>Xiao-Min</ForeName>
<Initials>XM</Initials>
<AffiliationInfo><Affiliation>Laboratory of Pesticidal Design and Synthesis, Department of Plant Protection, College of Forestry, Henan University of Science and Technology, Luoyang 471023, China.</Affiliation>
</AffiliationInfo>
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<Keyword MajorTopicYN="N">anti-oomycete activity</Keyword>
<Keyword MajorTopicYN="N">carvacrol</Keyword>
<Keyword MajorTopicYN="N">sulfonylation</Keyword>
<Keyword MajorTopicYN="N">thymol</Keyword>
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<name sortKey="Che, Zhi Ping" sort="Che, Zhi Ping" uniqKey="Che Z" first="Zhi-Ping" last="Che">Zhi-Ping Che</name>
<name sortKey="Jiang, Jia" sort="Jiang, Jia" uniqKey="Jiang J" first="Jia" last="Jiang">Jia Jiang</name>
<name sortKey="Lin, Xiao Min" sort="Lin, Xiao Min" uniqKey="Lin X" first="Xiao-Min" last="Lin">Xiao-Min Lin</name>
<name sortKey="Liu, Sheng Ming" sort="Liu, Sheng Ming" uniqKey="Liu S" first="Sheng-Ming" last="Liu">Sheng-Ming Liu</name>
<name sortKey="Sun, Di" sort="Sun, Di" uniqKey="Sun D" first="Di" last="Sun">Di Sun</name>
<name sortKey="Tian, Yue E" sort="Tian, Yue E" uniqKey="Tian Y" first="Yue-E" last="Tian">Yue-E Tian</name>
<name sortKey="Yang, Jin Ming" sort="Yang, Jin Ming" uniqKey="Yang J" first="Jin-Ming" last="Yang">Jin-Ming Yang</name>
<name sortKey="Zhang, Song" sort="Zhang, Song" uniqKey="Zhang S" first="Song" last="Zhang">Song Zhang</name>
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