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Synthesis of new tetraalkoxyquinolines from parsley and dill secondary metabolites

Victor Evgenievich Kalugin 1
Victor Evgenievich Kalugin
Olga Igorevna Adaeva 1
Olga Igorevna Adaeva
Victor Vladimirovich Semenov 1
Victor Vladimirovich Semenov
Published 2023-06-13
CommunicationVolume 33, Issue 4, 481-483
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Kalugin V. E. et al. Synthesis of new tetraalkoxyquinolines from parsley and dill secondary metabolites // Mendeleev Communications. 2023. Vol. 33. No. 4. pp. 481-483.
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Kalugin V. E., Adaeva O. I., Demchuk D. V., Semenov V. V. Synthesis of new tetraalkoxyquinolines from parsley and dill secondary metabolites // Mendeleev Communications. 2023. Vol. 33. No. 4. pp. 481-483.
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TY - JOUR
DO - 10.1016/j.mencom.2023.06.013
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.06.013
TI - Synthesis of new tetraalkoxyquinolines from parsley and dill secondary metabolites
T2 - Mendeleev Communications
AU - Kalugin, Victor Evgenievich
AU - Adaeva, Olga Igorevna
AU - Demchuk, Dmitry Valentinovich
AU - Semenov, Victor Vladimirovich
PY - 2023
DA - 2023/06/13
PB - Mendeleev Communications
SP - 481-483
IS - 4
VL - 33
ER -
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@article{2023_Kalugin,
author = {Victor Evgenievich Kalugin and Olga Igorevna Adaeva and Dmitry Valentinovich Demchuk and Victor Vladimirovich Semenov},
title = {Synthesis of new tetraalkoxyquinolines from parsley and dill secondary metabolites},
journal = {Mendeleev Communications},
year = {2023},
volume = {33},
publisher = {Mendeleev Communications},
month = {Jun},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.06.013},
number = {4},
pages = {481--483},
doi = {10.1016/j.mencom.2023.06.013}
}
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Kalugin, Victor Evgenievich, et al. “Synthesis of new tetraalkoxyquinolines from parsley and dill secondary metabolites.” Mendeleev Communications, vol. 33, no. 4, Jun. 2023, pp. 481-483. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.06.013.

Keywords

Curtius rearrangement
Knoevenagel reaction
plant allyltetraalkoxybenzenes
polyalkoxyquinoline derivatives
tetraalkoxybenzaldehydes
Vilsmeier reaction.

Abstract

Efficient preparative procedures for the synthesis of 2,3-disubstituted 5,6,7,8-tetraalkoxyquinolines starting from tetraalkoxybenzaldehydes are reported. The latter are available from plant (polyalkoxy)(allyl)benzenes, secondary metabolites of parsley and dill seeds.

References

.
A Comprehensive Review on Combretastatin Analogues as Tubulin Binding Agents
Gill R., Kaur R., Kaur G., Rawal R., Shah A., Bariwal J.
Current Organic Chemistry, 2014
.
Synthesis of Antimitotic Polyalkoxyphenyl Derivatives of Combretastatin Using Plant Allylpolyalkoxybenzenes
Semenov V.V., Kiselyov A.S., Titov I.Y., Sagamanova I.K., Ikizalp N.N., Chernysheva N.B., Tsyganov D.V., Konyushkin L.D., Firgang S.I., Semenov R.V., Karmanova I.B., Raihstat M.M., Semenova M.N.
Journal of Natural Products, 2010
.
Polyalkoxy Substituted 4H-Chromenes: Synthesis by Domino Reaction and Anticancer Activity
Shestopalov A.M., Litvinov Y.M., Rodinovskaya L.A., Malyshev O.R., Semenova M.N., Semenov V.V.
ACS Combinatorial Science, 2012
.
Comparative in vivo evaluation of polyalkoxy substituted 4H-chromenes and oxa-podophyllotoxins as microtubule destabilizing agents in the phenotypic sea urchin embryo assay
Semenova M.N., Tsyganov D.V., Malyshev O.R., Ershov O.V., Bardasov I.N., Semenov R.V., Kiselyov A.S., Semenov V.V.
Bioorganic and Medicinal Chemistry Letters, 2014
.
Synthesis and biological screening of novel 2-morpholinoquinoline nucleus clubbed with 1,2,4-oxadiazole motifs.
Karad S.C., Purohit V.B., Thummar R.P., Vaghasiya B.K., Kamani R.D., Thakor P., Thakkar V.R., Thakkar S.S., Ray A., Raval D.K.
European Journal of Medicinal Chemistry, 2017
.
Synthesis and DNA cleavage studies of novel quinoline oxime esters.
Bindu P.J., Mahadevan K.M., Satyanarayan N.D., Ravikumar Naik T.R.
Bioorganic and Medicinal Chemistry Letters, 2012
.
New Cytotoxic Alkaloids from the Wood of Vepris punctata from the Madagascar Rainforest
Prakash Chaturvedula V.S., Schilling J.K., Miller J.S., Andriantsiferana R., Rasamison V.E., Kingston D.G.
Journal of Natural Products, 2003
.
Flavonoids as Anticancer Agents
Kopustinskiene D.M., Jakstas V., Savickas A., Bernatoniene J.
Nutrients, 2020
.
Combretastatins: An Overview of Structure, Probable Mechanisms of Action and Potential Applications
Karatoprak G.Ş., Küpeli Akkol E., Genç Y., Bardakcı H., Yücel Ç., Sobarzo-Sánchez E.
Molecules, 2020
.
Synthesis and Biological Evaluation of 10,11-Methylenedioxy-14-azacamptothecin
Elban M.A., Sun W., Eisenhauer B.M., Gao R., Hecht S.M.
Organic Letters, 2006
.
Synthesis and study of new 2H-pyranoquinolin-2-one-based inhibitors of blood coagulation factors Xa and XIa
Potapov A.Y., Paponov B.V., Podoplelova N.A., Panteleev M.A., Polikarchuk V.A., Ledenyova I.V., Stolpovskaya N.V., Kryl’skii D.V., Shikhaliev K.S.
Russian Chemical Bulletin, 2021
.
Biological activities of quinoline derivatives.
Kumar S., Bawa S., Gupta H.
Mini-Reviews in Medicinal Chemistry, 2009
.
Isolation of lavendamycin, a new antibiotic from Streptomyces lavendulae.
BALITZ D.M., BUSH J.A., BRADNER W.T., DOYLE T.W., O''HERRON F.A., NETTLETON D.E.
Journal of Antibiotics, 2012
.
Genotoxicity of streptonigrin: a review.
Bolzán A.D., Bianchi M.S.
Mutation Research - Reviews in Mutation Research, 2001
.
The Anti-Cancer Activity of Noscapine: A Review
Mahmoudian M., Rahimi-Moghaddam P.
Recent Patents on Anti-Cancer Drug Discovery, 2008
.
Karmanova I.B., Firgang S.I., Konyushkin L.D., Khrustalev V.N., Ignatov A.V., Kuznetsov L.A., Pinchuk Y.A., Kozlov I.A., Semenov V.V.
Mendeleev Communications, 2016
.
Tsyganov D.V., Konyushkin L.D., Semenova M.N., Semenov V.V.
Mendeleev Communications, 2016
.
Synthesis and comparative evaluation of 4-oxa- and 4-aza-podophyllotoxins as antiproliferative microtubule destabilizing agents
Chernysheva N.B., Tsyganov D.V., Philchenkov A.A., Zavelevich M.P., Kiselyov A.S., Semenov R.V., Semenova M.N., Semenov V.V.
Bioorganic and Medicinal Chemistry Letters, 2012
.
Silyanova E.A., Ushkarov V.I., Samet A.V., Maksimenko A.S., Koblov I.A., Kislyi V.P., Semenova M.N., Semenov V.V.
Mendeleev Communications, 2022
.
The Potential of Flavonoids and Tannins from Medicinal Plants as Anticancer Agents
Teodor E.D., Ungureanu O., Gatea F., Radu G.L.
Anti-Cancer Agents in Medicinal Chemistry, 2020
.
Polyalkoxyflavonoids as inhibitors of cell division
Semenov V.V., Semenova M.N.
Russian Chemical Reviews, 2015