Synthesis, cytotoxic activity and structure–activity relationships of hedychenone analogues

Reddy, P. Prabhakar; Lavekar, Aditya G.; Babu, K. Suresh; Rao, R. Ranga; Shashidhar, J.; Shashikiran, G.; Rao, J. Madhusudana

doi:10.1016/j.bmcl.2010.02.101

Cited by 15 publications

(8 citation statements)

References 22 publications

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“…As the dose of the extract increased, number of viable cells decreased which confirms the cytotoxic activity (Table 2). The extract have the potential power of cytotoxic activity, corroborated with the finding of Suresh et al (2013) and Reddy et al (2010). The IC 50 value for methanolic extract was minimum and aqueous extract had maximum which indicated that the methanolic extract have more potential than aqueous (Table 3).…”

supporting

confidence: 75%

Cytotoxic potential of rhizome extracts of Hedychium spicatum L. in HepG2 cell line using MTT

Choudhary

Singh

2017

Indian J of Anim Sci

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The present study was designed to evaluate the cytotoxic effects of extract of Hedychium spicatum rhizome extract on human liver hepatocellular carcinoma (HepG2) cell line using MTT assay. The crude extract of H. spicatum was prepared by cold maceration method, filtered, concentrated in different organic solution and tested for phytochemical evaluation and finally on HepG2 cell line. Dose-dependent cytotoxic activities were exhibited on HepG2 cell line. As the dose of the extract increased, the number of viable cells decreased. This confirms the cytotoxic potential of the rhizome of H. spicatum. The IC50 value of different extracts was determined and concluded that the methanolic extract had better potential than the other extracts.

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supporting

confidence: 75%

Cytotoxic potential of rhizome extracts of Hedychium spicatum L. in HepG2 cell line using MTT

Choudhary

Singh

2017

Indian J of Anim Sci

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“…Some bicyclic terpenoids with 6/6‐fused ring system, such as andrographolide, hedychenone, and myrrhanone B, have been reported to exhibit potent anti‐inflammatory and antiproliferative activities [20–23] . So, compounds 1–8 were initially screened for their potential to suppress NO release in LPS‐induced RAW 264.7 cells.…”

Section: Resultsmentioning

confidence: 99%

Hypopurolides A – G, Labdane Diterpenoids from Hypoestes purpurea and Their Nitric Oxide Inhibitory Activity

Ding

Cheng

Lei

et al. 2022

Chemistry & Biodiversity

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Seven new labdane diterpenoids, hypopurolides A -G (1 -7) were discovered from the aerial part of Hypoestes purpurea, along with one known analog, hypopurin D (8). The structures of 1-7 were characterized based on 1 H-, 13 C-, and 2D-NMR, and HR-ESI-MS spectra. The absolute configurations of 1-7 were defined by single-crystal X-ray diffraction and electronic circular dichroism (ECD) data. Compounds 1-8 were tested for their nitric oxide (NO) inhibitory and cytotoxic effects. Compound 6 displayed moderate inhibitory effect toward LPS-induced NO release in RAW 264.7 cells with an IC 50 value of 41.50 μM.

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Section: Methodsmentioning

confidence: 99%

“…The Ester cycloadduct intermediate is reduced to give intermediate aldehyde, which reacts with tri-phenylphosphoranylidene lactone in methane dichloride to yield Hedychilactone B [21]; the reaction scheme is shown in Figure 6. C produced an aldehyde product [43]; the reaction scheme is shown in Figure 7.…”

Section: Synthesis Of Hedychenone and Hedychilactone-b From A Hindere...mentioning

confidence: 99%

“…Reduction of Hedychenone with aluminium mercury alloy yielded a dimerization product. Ozonolysis of Hedychenone with O3 in DCM at −10 °C produced an aldehyde product [43]; the reaction scheme is shown in Figure 7. Labdane diterpenes Hedychenone was converted to Yunnacoronarin A, Yunnacoronarin D, Hedychilactone B, 6,7-Dihydrohedychenone, 6,7,11,12-Tetra hydro Hedychenone, Aldehyde product of Hedychenone, and Dimer of Hedychenone were found to be more cytotoxic than Hedychenone.…”

Section: Synthesis Of Derivative Of Hedychenonementioning

confidence: 99%

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A Comprehensive Review on Pharmacologically Active Phyto-Constituents from Hedychium species

et al. 2023

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In this review, we describe and discuss the phytoconstituents present in Hedychium species and emphasize their potential as drug candidates. Though they are widely validated in vitro and in vivo models, to date, no efforts have been made to compile in a single review all the pharmacologically active phytoconstituents from Hedychium species, and their pharmacological and toxicity profile. In this study, we present a reinvestigation of the chemical constituents present in Hedychium species obtained from the essential oil and solvent extraction of the flowers, leaves and rhizomes under consideration. Key databases such as PubMed, Science Direct, Scopus, and Google Scholar amongst others were probed for a systematic search using keywords to retrieve relevant publications on this plant. An exhaustive electronic survey of the related literature on Hedychium species resulted in around 200 articles. Articles published between the years 1975–2021 were included. The studies conducted on either crude extracts, solvent fractions or isolated pure compounds from Hedychium species reported with a varied range of biological effects such as anti-inflammatory, analgesic, antidiabetic, potentially anti-asthmatic, and cytotoxic, among other related activities of the chemical constituents present in its essential oil and solvent extract deployed in this review. Traditional and herbal medication around the world that uses different parts of Hedychium species were considered for anti-inflammatory, skincare, analgesic, anti-asthmatic, anti-diabetic, antidotal uses, among others. These uses support the idea that chemical constituents obtained from solvent extraction may also exert the same action individually or in a synergistic manner. The review concluded that there is scope for computation and biological study to find out possible new targets for strengthening the potency and selectivity of the relevant compounds, and to find a commercial method for extraction of active pharmaceutical ingredients.

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Synthesis, cytotoxic activity and structure–activity relationships of hedychenone analogues

Cited by 15 publications

References 22 publications

Cytotoxic potential of rhizome extracts of Hedychium spicatum L. in HepG2 cell line using MTT

Cytotoxic potential of rhizome extracts of Hedychium spicatum L. in HepG2 cell line using MTT

Hypopurolides A – G, Labdane Diterpenoids from Hypoestes purpurea and Their Nitric Oxide Inhibitory Activity

A Comprehensive Review on Pharmacologically Active Phyto-Constituents from Hedychium species

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