Unprecedented spirocyclization of 3-methyleneindoline-2-thiones during hydrolysis of the phytoalexin cyclobrassinin
Publication type: Journal Article
Publication date: 2013-01-01
scimago Q2
wos Q2
SJR: 0.472
CiteScore: 5.1
Impact factor: 2.2
ISSN: 0960894X, 14643405
PubMed ID:
23232058
Organic Chemistry
Drug Discovery
Biochemistry
Molecular Biology
Pharmaceutical Science
Clinical Biochemistry
Molecular Medicine
Abstract
The phytoalexin cyclobrassinin is a plant defense that has additional importance since it inhibits brassinin hydrolase, a phytoalexin detoxifying enzyme produced by the plant pathogen Alternaria brassicicola. Hence, the 1,3-thiazino[6,5-b]indole scaffold of cyclobrassinin has great application as a lead structure to design potential inhibitors of brassinin detoxification. For this reason, it is necessary to determine whether A. brassicicola is able to transform cyclobrassinin. During this work new reactions of 1,3-thiazino[6,5-b]indoles and indoline-2-thiones and their unique [4+2] cycloaddition products were discovered and characterized.
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Pedras M. S. C. et al. Unprecedented spirocyclization of 3-methyleneindoline-2-thiones during hydrolysis of the phytoalexin cyclobrassinin // Bioorganic and Medicinal Chemistry Letters. 2013. Vol. 23. No. 2. pp. 484-487.
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Pedras M. S. C., Abdoli A., Chumala P. B., Saha P., Schatte G. Unprecedented spirocyclization of 3-methyleneindoline-2-thiones during hydrolysis of the phytoalexin cyclobrassinin // Bioorganic and Medicinal Chemistry Letters. 2013. Vol. 23. No. 2. pp. 484-487.
Cite this
RIS
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TY - JOUR
DO - 10.1016/j.bmcl.2012.11.042
UR - https://doi.org/10.1016/j.bmcl.2012.11.042
TI - Unprecedented spirocyclization of 3-methyleneindoline-2-thiones during hydrolysis of the phytoalexin cyclobrassinin
T2 - Bioorganic and Medicinal Chemistry Letters
AU - Pedras, M. Soledade C.
AU - Abdoli, Abbas
AU - Chumala, Paulos B.
AU - Saha, Pijus
AU - Schatte, Gabriele
PY - 2013
DA - 2013/01/01
PB - Elsevier
SP - 484-487
IS - 2
VL - 23
PMID - 23232058
SN - 0960-894X
SN - 1464-3405
ER -
Cite this
BibTex (up to 50 authors)
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@article{2013_Pedras,
author = {M. Soledade C. Pedras and Abbas Abdoli and Paulos B. Chumala and Pijus Saha and Gabriele Schatte},
title = {Unprecedented spirocyclization of 3-methyleneindoline-2-thiones during hydrolysis of the phytoalexin cyclobrassinin},
journal = {Bioorganic and Medicinal Chemistry Letters},
year = {2013},
volume = {23},
publisher = {Elsevier},
month = {jan},
url = {https://doi.org/10.1016/j.bmcl.2012.11.042},
number = {2},
pages = {484--487},
doi = {10.1016/j.bmcl.2012.11.042}
}
Cite this
MLA
Copy
Pedras, M. Soledade C., et al. “Unprecedented spirocyclization of 3-methyleneindoline-2-thiones during hydrolysis of the phytoalexin cyclobrassinin.” Bioorganic and Medicinal Chemistry Letters, vol. 23, no. 2, Jan. 2013, pp. 484-487. https://doi.org/10.1016/j.bmcl.2012.11.042.