Hybrides of alkaloid lappaconitine with pyrimidine motif on the anthranilic acid moiety: Design, synthesis, and investigation of antinociceptive potency

KP Cheremnykh, VA Savelyev, SA Borisov, ID Ivanov… - Molecules, 2020 - mdpi.com
Convenient and efficient routes to construct hybrid molecules containing diterpene alkaloid
lappaconitine and pyrimidine fragments are reported. One route takes place via first …

Synthesis, Pharmacological Evaluation, and Molecular Modeling of Lappaconitine–1, 5-Benzodiazepine Hybrids

KP Cheremnykh, AO Bryzgalov, DS Baev, SA Borisov… - Molecules, 2023 - mdpi.com
Diterpenoid alkaloids, originating from the amination of natural tetracyclic diterpenes, have
long interested scientists due to their medicinal uses and infamous toxicity which has limited …

Design, synthesis, and biological evaluation of low-toxic lappaconitine derivatives as potential analgesics

Y Li, Y Shang, X Li, Y Zhang, J Xie, L Chen… - European Journal of …, 2022 - Elsevier
The C 18-diterpenoid alkaloid lappaconitine (LA) is a non-addictive analgesic used in
China. The toxicity (LD 50= 11.7 mg/kg) limits its application. Two series of LA derivatives …

Synthesis, characterization and antinociceptive properties of the lappaconitine salts

W Sun, S Zhang, H Wang, Y Wang - Medicinal chemistry Research, 2015 - Springer
A series of diterpene alkaloid derivatives (1–6) are prepared by reaction of the lappaconitine
(0) with the corresponding organic or inorganic acid. The lappaconitine was isolated from …

Facile Synthesis of Phenanthridinone Alkaloids via Suzuki–Miyaura Cross‐coupling

Y Kuwata, M Sonoda, S Tanimori - Journal of Heterocyclic …, 2017 - Wiley Online Library
Phenanthridinone alkaloids crinasiadine 1 and N‐alkylcrinasiadines 6, 7, 8, 9, 10 have been
synthesized based on palladium‐catalyzed tandem C–C and C–N bond formation starting …

A concise synthesis of indoloquinoline skeletons applying two consecutive Pd-catalyzed reactions

B Bogányi, J Kámán - Tetrahedron, 2013 - Elsevier
Abstract The indoloquinoline alkaloids cryptolepine (1), neocryptolepine (2), isocryptolepine
(3), and isoneocryptolepine (4) are important tools in traditional medicine. Now, their …

New hybrid molecules with anticonvulsant and antinociceptive activity derived from 3-methyl-or 3, 3-dimethyl-1-[1-oxo-1-(4-phenylpiperazin-1-yl) propan-2-yl] …

K Kamiński, M Zagaja, A Rapacz, JJ Łuszczki… - Bioorganic & Medicinal …, 2016 - Elsevier
The purpose of this study was to synthetize the focused library of 34 new piperazinamides of
3-methyl-and 3, 3-dimethyl-(2, 5-dioxopyrrolidin-1-yl) propanoic or butanoic acids as …

An Efficient Access to 3, 5‐Disubstituted Isoxazoles with Anthranilate Ester Moiety: Alkaloid Lappaconitine–Aryl Conjugates with an Isoxazole Linker

KP Cheremnykh, VA Savelyev… - Asian Journal of Organic …, 2021 - Wiley Online Library
Alkynones have gained great attention as useful building blocks in organic synthesis. They
have been emerged as key intermediates in the synthesis of various heterocycles. In the …

Application of pictet–spengler reaction to indole-based alkaloids containing tetrahydro-β-carboline scaffold in combinatorial chemistry

RN Rao, B Maiti, K Chanda - ACS Combinatorial Science, 2017 - ACS Publications
Indole-based alkaloids are well-known in the literature for their diverse biological properties.
Polysubstituted optically active tetrahydro-β-carboline derivatives functionalized on C-1 …

Chiral auxiliary mediated pictet-spengler reactions: Asymmetric syntheses of (−)-laudanosine,(+)-glaucine and (−)-xylopinine

DL Comins, PM Thakker, MF Baevsky, MM Badawi - Tetrahedron, 1997 - Elsevier
Cyclohexyl-based chiral auxiliaries can be used effectively in an asymmetric Pictet-Spengler
synthesis of tetrahydroisoquinoline, aporphine and protoberbine alkaloids. Using this …