Synthesis of diosgenin analogues as potential anti-inflammatory agents

Singh, Mohinder; Hamid, Abdulmumeen A.; Maurya, Anil Kumar; Prakash, Om; Khan, Feroz; Kumar, Anant; Aiyelaagbe, Olapeju O.; Negi, Arvind S.; Bawankule, Dnyaneshwar Umrao

doi:10.1016/j.jsbmb.2014.04.006

Cited by 50 publications

(18 citation statements)

References 33 publications

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“…1 H NMR analysis of spot DP1 found in the active fraction of methanol extract of D. pentaphylla tuber was recorded on a NMR-400 MHz and also the chemicals shifts were recorded (Singh et al, 2014). The results were compared with reference graph and number of protons present in C position (Ghosh et al, 2014).…”

Section: H Nmr Analysis For Estimation Of Active Spot / Bandsmentioning

confidence: 99%

Antioxidant activity, antibacterial potential and characterization of active fraction of Dioscorea pentaphylla L. tuber extract collected from Similipal Biosphere Reserve, Odisha, India

Kumar

Mahanti

Singh

et al. 2018

Braz. J. Pharm. Sci.

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Dioscorea pentaphylla L., a wild tuber is used both as food and medicines among different ethnic groups of Similipal Biosphere Reserve, India. Tubers are used against skin infections. In order to establish and confirm tribal claims, methanol extract was subjected to fractionation. The active fraction (DP1) was subsequently used for further purification and NMR (Nuclear magnetic resonance) characterization. The phytochemical analysis revealed the presence of saponin groups. The antibacterial activity of DP1 was done against selected bacterial strains (Salmonella typhi, Shigella flexneri, Streptococcus pyogenes, Streptococcus mutans and Vibrio cholerae) using DD (disc diffusion), AWD (agar well diffusion) and broth dilution assay. The activity was compared with antibiotics Penicillin and Kanamycin. It was observed that DP1 showed significant inhibitory activity against the tested bacteria. The characterization of DP1 through NMR analysis and presence of proton in carbon position at C-3, C-19, C-18, C-21 and C-27 was same as the known compound "Diosgenin". Therefore, isolated compound was confirmed to be Diosgenin. The study for the first time showed that, diosgenin present in D. pentaphylla tuber was responsible for antibacterial and antioxidant potential. Present study highlights the importance of Dioscorea species as sources of diverse secondary metabolites for the isolation of active compound(s).

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Section: H Nmr Analysis For Estimation Of Active Spot / Bandsmentioning

confidence: 99%

Antioxidant activity, antibacterial potential and characterization of active fraction of Dioscorea pentaphylla L. tuber extract collected from Similipal Biosphere Reserve, Odisha, India

Kumar

Mahanti

Singh

et al. 2018

Braz. J. Pharm. Sci.

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show abstract

“…pro-inflammatory cytokines (TNF-α and IL-6) and nitric oxide. The quantification of pro-inflammatory cytokines through ELISA from cell culture supernatant was carried out as per the method described by Singh et al (2014), and the levels of nitric oxide production in the supernatant were carried out according to a previously reported method (Sharma et al 2014). …”

Section: Anti-inflammatory Activitymentioning

confidence: 99%

Advances in Boerhaavia diffusa hairy root technology: a valuable pursuit for identifying strain sensitivity and up-scaling factors to refine metabolite yield and bioactivity potentials

et al. 2015

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The present study reports the Agrobacterium rhizogenes-mediated hairy root induction in of an ethno-medicinally significant herb-Boerhaavia diffusa L., for elucidating the underlying competence regarding its biosynthetic (i.e. boeravinone B and eupalitin) and bioactivity (antibacterial, antioxidant and anti-inflammatory) potentials. Host plant-specific receptiveness towards A. rhizogenes strains and disparity in compatibility threshold of leaf and nodal explants were evident. Only leaf explants responded, attaining hairy root induction with the ATCC 15834 followed by A4 and SA79 strains in reducing order of transformation efficiency. The growth behaviours differed amongst independent rhizoclones, and two clones of A4 (RBH) and ATCC 15834 (RBT8) origin demonstrated higher growth potentials. Polymerase chain reaction amplification of rol genes confirmed their transformed nature. Optimization of the appropriate solvent and reverse phase high-performance liquid chromatography parameters relating to the targeted metabolite production in the selected RBH and RBT8 clones revealed higher accumulation of eupalitin with the RBH clone having the best result of 1.44 times greater yield over the control root. Compared to the selected rhizoclones, the control roots however showed higher boeravinone B content. Devising a modified "stirred-tank" reactor through equipping with marine impellers and ring spargers facilitated high-density RBH root biomass yield with 6.1-fold and 1.15-fold yield increment of the boeravinone B and eupalitin respectively compared to shake-flask cultures. Considering the control roots, the RBH clone revealed analogous antioxidant/antibacterial activities with improved anti-inflammatory potential. The hairy root mediated higher production of boeravinone B and eupalitin could be achieved for the first time in bioreactor.

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“…A literature search can be used to identify some of the vascular dementia-related pharmacological effects of the components. For example, it has reported that bis(4-hydroxybenzyl)ether exerts a neuroprotective effect in an ischemic model [ 31 ], β -sitosterol protects neural stem cells from neurodegenerative diseases [ 32 ], diosgenin has an anti-inflammatory effect and acts against oxidative during the monocrotaline-induced pulmonary hypertension in rats [ 33 , 34 ], and daucosterol induces a protective Th1 immune response against disseminated Candidiasis in mice [ 35 ]. Although there is no direct proof of the interaction between the components and the respective TFs or genes, the studies described above are indicative of the rationality of using ITPI for the identification of bioactive components to some extent.…”

Section: Resultsmentioning

confidence: 99%

ITPI: Initial Transcription Process‐Based Identification Method of Bioactive Components in Traditional Chinese Medicine Formula

Zhang

et al. 2016

Evidence-Based Complementary and Alternative Medicine

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Identification of bioactive components is an important area of research in traditional Chinese medicine (TCM) formula. The reported identification methods only consider the interaction between the components and the target proteins, which is not sufficient to explain the influence of TCM on the gene expression. Here, we propose the Initial Transcription Process-based Identification (ITPI) method for the discovery of bioactive components that influence transcription factors (TFs). In this method, genome-wide chip detection technology was used to identify differentially expressed genes (DEGs). The TFs of DEGs were derived from GeneCards. The components influencing the TFs were derived from STITCH. The bioactive components in the formula were identified by evaluating the molecular similarity between the components in formula and the components that influence the TF of DEGs. Using the formula of Tian-Zhu-San (TZS) as an example, the reliability and limitation of ITPI were examined and 16 bioactive components that influence TFs were identified.

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Synthesis of diosgenin analogues as potential anti-inflammatory agents

Cited by 50 publications

References 33 publications

Antioxidant activity, antibacterial potential and characterization of active fraction of Dioscorea pentaphylla L. tuber extract collected from Similipal Biosphere Reserve, Odisha, India

Antioxidant activity, antibacterial potential and characterization of active fraction of Dioscorea pentaphylla L. tuber extract collected from Similipal Biosphere Reserve, Odisha, India

Advances in Boerhaavia diffusa hairy root technology: a valuable pursuit for identifying strain sensitivity and up-scaling factors to refine metabolite yield and bioactivity potentials

ITPI: Initial Transcription Process‐Based Identification Method of Bioactive Components in Traditional Chinese Medicine Formula

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