A. Venkanna

Methyl angolensate and mexicanolide-type limonoids from the seeds of Cipadessa baccifera.

Six new methyl angolensate type (1-6) and three new mexicanolide-type (7-9) limonoids, along with six known limonoids (10-15), were isolated from the seeds of Cipadessa baccifera. The structures of all these compounds were established by extensive 1D, 2D NMR, and HRESIMS experiments, and structures of 11 and 13 were further confirmed by a single crystal X-ray diffraction analysis, which are reported for the first time. The cytotoxic activities of these isolates were also studied against A549, MCF7, ME-180, HT-29, B-16, ACHN cancer cell lines using MTT assay, and results indicated that compounds 4, 10, and 14 displayed potent cytotoxic activity against B-16, ACHN cell lines with an IC50 values of 8.51 and 7.0 μg/mL, respectively.

Phytochemical investigation of sesquiterpenes from the fruits of Schisandra chinensis and their cytotoxic activity.

Phytochemical investigation of ethanolic extract from the fruits of Schisandra chinensis led to the isolation of four new sesquiterpenes (1-4); their structures were determined by a combination of NMR (1D and 2D) and MS spectroscopic techniques. In addition, all these isolates were screened for their cytotoxic activities against MCF-7, Caco-2, Hela, Lncap, Hep G2 and MDA-MB231 cancer cell lines. Results indicated that compounds 2 and 3 displayed potent cytotoxic activity against Caco2 cell lines with IC50 values of 17.10 μg/mM and 16.46 μg/mM, respectively.

Advanced glycation end-products inhibitors isolated from Schisandra grandiflora

Free radicals scavenging and advanced glycation end-products (AGEs) inhibitory potentials in crude chloroform extract of Schisandra grandiflora were evaluated. Bioassay-guided isolation of the chloroform extract led to the identification of 24 compounds. Among the isolates, ( ± ) gomisin M1, arisantetralone C and D, macelignan, saurulignan B and SZ-MO displayed potent-free radical scavenging as well as AGEs inhibitory potentials. This is the first report identifying the presence of AGEs inhibitory activity and assigning AGEs inhibitory activity to these compounds. Therefore, our research finds new application of traditional medicinal plant S. grandiflora having capacity to reduce formation and accumulation of AGEs in diabetes.

New seco-limonoids from Cipadessa baccifera: Isolation, structure determination, synthesis and their antiproliferative activities.

A comprehensive reinvestigation of chemical constituents from CHCl3-soluble extract of Cipadessa baccifera led to the isolation of two new limonoids 1, 2 together with six known compounds 3-8. Their structures were established on the basis of extensive analysis of spectroscopic (IR, MS, 2D NMR) data. Further, a series of cipaferen G (3) derivatives were efficiently synthesized utilizing Yamaguchi esterification (2, 4, 6-trichlorobenzoyl chloride, Et3N, THF, DMAP, toluene) at the C-3 position of the limonoids core, which is being reported for the first time. The anti-proliferative activity of the isolates and the synthetic analogues were studied against HeLa, PANC 1, HepG2, SKNSH, MDA-MB-231 and IMR32 cancer cells using the sulphorodamine B assay. Among the tested compounds, 13d and 13h manifested potent activity against IMR32, HepG2 cell lines with GI50 0.013 and 0.01μM, respectively.

Synthesis of costunolide derivatives by Pd-catalyzed Heck arylation and evaluation of their cytotoxic activities

Abstract As part of pharmacological–phytochemical integrated studies of medicinal plants from Indian flora, costunolide (1) was isolated as a major compound from Saussurea lappa, plant traditionally used in different Asian traditional medicine systems. To improve the efficacy of this natural product lead, a series of analogues have been synthesized by the coupling of various aryl iodides using the standard Heck reaction conditions and evaluated for their cytotoxic activities against human cancer cell lines. The results indicated that several of the analogues were effective against the tested cell lines compared to the parent compound costunolide. Among the tested compounds, 2c and 2j demonstrated good activity against Hela cell line while compounds 2d showed potent activity against DU-145 and MCF-7 cell lines, respectively.Graphical AbstractA series of costunolide derivatives have been synthesized by Pd(II)-catalyzed Heck reaction and were studied for their cytotoxic properties against the panel of human cancer cell lines (B-16, DU-145, Hela, A549, MCF-7).

Design, synthesis and anti-proliferative activities of novel 7′-O-substituted schisantherin A derivatives

A series of schisantherin A (1) derivatives were efficiently synthesized utilizing Yamaguchi esterification (2,4,6-trichlorobenzoyl chloride, Et3N, THF, DMAP, toluene) at the C-7′ position of the schisantherin A core. The synthesized derivatives were evaluated for their anti-cancer activities against SIHA, PANC 1, MDA-MB-231, IMR-32, DU-145 and A549 cancer cell lines using sulforhodamine B assay. Within the new series tested, compound 29 displayed the most promising cytotoxic effect against the human cervical cancer cell line (SIHA) with a GI50 value of <0.01 μM, which is comparable to that of the standard drug, doxorubicin. Mechanism of action studies validated that 29 functions as a microtubule inhibitor. Additionally, several of the other analogues exhibited potent activity against the tested cell lines. Based on the results obtained, structure–activity relationships (SARs) were established and a correlation between the activities was also observed and discussed.