Two new cytotoxic diterpenes from the rhizomes of Hedychium spicatum

Reddy, P. Prabhakar; Rao, R. Ranga; Rekha, K.; Babu, K. Suresh; Shashidhar, J.; Shashikiran, G.; Lakshmi, Vijai; Rao, J. Madhusudana

doi:10.1016/j.bmcl.2008.10.121

Cited by 44 publications

(27 citation statements)

References 6 publications

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“…The system was shown to possess chemical reactivity toward biological nucleophiles and would serve as Michael acceptors to induce a Michel reaction between the thiols or amines-containing peptides of the protozoa (Giordano et al, 1992). It is important to point out that α,βunsaturated γ -lactone or α,β-unsaturated ketone systems in other terpenoids such as sesquiterpene lactones and labdane-type diterpenes have been associated with the inhibition of smooth muscle contractility and a strong cytotoxic effect (Reddy et al, 2009). Thus, linearolactone might be expected to possess spasmolytic and cytotoxic activities.…”

Section: Resultsmentioning

confidence: 99%

Evaluation of the antiprotozoal activity of neo‐clerodane type diterpenes from Salvia polystachya against Entamoeba histolytica and Giardia lamblia

Calzada

Yépez‐Mulia

Tapia-Contreras

et al. 2009

Phytotherapy Research

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Chia (Salvia polystachya Ort., Lamiaceae) is frequently used in Mexican traditional medicine to treat dysentery. In this study the main neo-clerodane diterpenes (polystachynes A, B and D, as well as linearolactone) were isolated from the aerial parts of chia, and their antiprotozoal activities toward Entamoeba histolytica and Giardia lamblia trophozoites were evaluated in vitro. Linearolactone was the most potent antiamoebic and antigiardial compound with IC(50) values of 22.9 microM for E. histolytica and 28.2 microM for G. lamblia. Polystachynes A, B and D, showed moderate antiprotozoal activity against both protozoans with IC(50) values ranging from 117.0 to 160.6 microM for E. histolytica and from 107.5 to 134.7 microM for G. lamblia. These data suggest that linearolactone may play an important role in the antidiarrhoeal activity of S. polystachya.

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Section: Resultsmentioning

confidence: 99%

Evaluation of the antiprotozoal activity of neo‐clerodane type diterpenes from Salvia polystachya against Entamoeba histolytica and Giardia lamblia

Calzada

Yépez‐Mulia

Tapia-Contreras

et al. 2009

Phytotherapy Research

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“…The essential oil of rhizome also exhibits anthelmintic, antimicrobial and antioxidant activities (Dixit & Varma 1975;Joshi et al 2008). Previously, a variety of terpenoids (monoterpenoids, sesquiterpenoids and diterpenoids) have been reported from H. spicatum (Sharma et al 1976;Chopra et al 1980;Sharma and Tandon 1983;Joshi et al 2008;Reddy et al 2009). Considering the commercial aspects, we report in the present communication the comparative terpenoid composition and simultaneous variations of cytotoxic activity of the rhizomes essential oils of H. spicatum collected from four different regions of the western Himalaya, India.…”

Section: Introductionmentioning

confidence: 95%

Composition and in vitro cytotoxic activities of essential oil of Hedychium spicatum from different geographical regions of western Himalaya by principal components analysis

Mishra

Pal

Meena

et al. 2015

Natural Product Research

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The rhizome of Hedychium spicatum has been widely used in traditional medicines. The present study deals with the evaluation of the cytotoxic potential of rhizome essential oils from four different regions of the Western Himalaya (India) along with comparative correlation analysis to characterise the bioactive cytotoxic component. The essential oils were coded as MHS-1, MHS-2, MHS-3 and MHS-4, and characterised using GC-FID and GC-MS. The main volatile compounds identified were 1,8-cineol, eudesmol, cubenol, spathulenol and α-cadinol. In vitro cytotoxic activities were assessed against human cancer cell lines such as, the lung (A549), colon (DLD-1, SW 620), breast (MCF-7, MDA-MB-231), head and neck (FaDu), and cervix (HeLa). MHS-4 is significantly active in comparison to other samples against all cancer cell lines. Sample MHS-4 has major proportion of monoterpene alcohol mainly 1,8-cineol. Principal components analysis was performed for the experimental results and all four samples were clustered according to their percentage inhibition at different doses.

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“…Several species of Hedychium are used widely in traditional medicine; for example, the treatment of skin diseases, stomach ailments, analgesic, anti-infl ammatory, antimicrobial, antirheumatic, cough and apoplexy (Xiao et al, 2001;Matsuda et al, 2002). Previous phytochemical studies on Hedychium species have led to the isolation of several labdane-type diterpenes and some of them displayed cytotoxicity against various cancer cells (Itokawa et al, 1988a;1988b;Singh et al, 1993;Nakatani et al, 1994;Jung et al, 1998;Morikawa et al, 2002;Mooi et al, 2003;Zhao et al, 2003;Zhu et al, 2007;Chimnoi et al 2008;Reddy et al, 2009). Hedychium gardnerianum Roscoe, commonly known as Khing-Pa (Thai name) is a perennial deciduous plant growing widely at altitude of 1100-1500 m in the northern part of Thailand.…”

Section: Introductionmentioning

confidence: 99%

Labdane‐type diterpenes from Hedychium gardnerianum with potent cytotoxicity against human small cell lung cancer cells

Kumrit¹,

Suksamrarn²,

Meepawpan³

et al. 2010

Phytotherapy Research

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Seven labdane-type diterpenes, coronarin E, coronarin A, yunnancoronarin A, yunnancoronarin B, hedyforrestin B, villosin, and hedyforrestin C were isolated from the rhizome of Hedychium gardnerianum and evaluated for cytotoxic activity against human small cell lung cancer (NCI-H187) and non-cancerous Vero cells. The results showed that villosin exhibited potent cytotoxic activity with IC(50) of 0.40 microM, which was higher than that of the drug ellipticine (IC(50) 1.79 microM). Moreover, ellipticine was very toxic to Vero cells (IC(50) 7.47 microM) whereas the toxicity of villosin was undetectable at concentration lower than 166.42 microM. The results have indicated that the lactone ring is essential for high cytotoxic activity and that the presence of a hydroxyl group at the 6 or 7 position causes decrease in activity. The very high cytotoxicity against the NCI-H187 cells and the exceptionally high selectivity index (>416) of villosin suggested that this compound may be used as a potential lead molecule for antitumor therapeutic development.

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Two new cytotoxic diterpenes from the rhizomes of Hedychium spicatum

Cited by 44 publications

References 6 publications

Evaluation of the antiprotozoal activity of neo‐clerodane type diterpenes from Salvia polystachya against Entamoeba histolytica and Giardia lamblia

Evaluation of the antiprotozoal activity of neo‐clerodane type diterpenes from Salvia polystachya against Entamoeba histolytica and Giardia lamblia

Composition and in vitro cytotoxic activities of essential oil of Hedychium spicatum from different geographical regions of western Himalaya by principal components analysis

Labdane‐type diterpenes from Hedychium gardnerianum with potent cytotoxicity against human small cell lung cancer cells

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