2020
DOI: 10.1021/acs.jafc.0c06032
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Quinolizidine Alkaloids with Antiviral and Insecticidal Activities from the Seeds of Sophora tonkinensis Gagnep

Abstract: The discovery of novel, effective, and botanical pesticides is one of the main strategies for modern plant protection and insect pest control. During the search for novel botanical pesticides from natural sources, the seeds of Sophora tonkinensis were systematically investigated to obtain 11 new matrine-type alkaloids (1–11), including one novel matrine-type alkaloid featuring an unprecedented 5/6/6/6 tetracyclic skeleton (1), along with 16 known compounds (12–27). Their structures were elucidated by comprehen… Show more

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Cited by 47 publications
(37 citation statements)
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“…Each lupin species produces a characteristic pattern of QAs with few major compounds and several others as traces [2][3][4]. The chemical properties and insecticidal, antimicrobial, and medicinal activities of QAs are of interest in the chemical, biotechnological, and pharmaceutical industries [5][6][7][8][9][10][11][12][13][14][15].…”
Section: Introductionmentioning
confidence: 99%
“…Each lupin species produces a characteristic pattern of QAs with few major compounds and several others as traces [2][3][4]. The chemical properties and insecticidal, antimicrobial, and medicinal activities of QAs are of interest in the chemical, biotechnological, and pharmaceutical industries [5][6][7][8][9][10][11][12][13][14][15].…”
Section: Introductionmentioning
confidence: 99%
“…The aforementioned information together with biosynthetic reasoning suggested compound 1 possessed the rearranged tetracyclic fused ring of matrine‐based skeleton. [ 4,13 ]…”
Section: Resultsmentioning
confidence: 99%
“…MT or SRI underwent a series of selective oxidation and reduction to produce intermediate A1 — A3 , and 5‐hydroxy‐6,7‐dehydromatrine, which was obtained from the title plant previously. [ 13 ] Biogenetic‐ related precursor 10‐oxy‐5,6‐dehydromatrine [ 3 ] further provided evidence of the existence of intermediates A2 and A3 . Subsequent oxidation of the double bond of C‐5—C‐6 or C‐6—C‐7 in A1 — A3 and 5‐hydroxy‐6,7‐dehydro‐matrine would yield compounds 6 , 8 , 9 and A4 .…”
Section: Resultsmentioning
confidence: 99%
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“…Previous phytochemical investigations on S. alopecuroides revealed alkaloids as one of principal active chemical constituents. Among them, matrine-type alkaloids exhibit diverse bioactivities such as antiviral ( Zou et al, 2020 ), anti-insect ( Huang et al, 2017 ), anti-tumor ( Li et al, 2020 ), and promising anti-inflammatory activities ( Huang et al, 2016 ; Li et al, 2020 ).…”
Section: Introductionmentioning
confidence: 99%