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1.
Ecotoxicol Environ Saf ; 94: 172-8, 2013 Aug.
Article in English | MEDLINE | ID: mdl-23706600

ABSTRACT

Jatropha curcas seeds are a promising feedstock for biodiesel production. However, Jatropha seed oil and other plant parts are toxic due to the presence of phorbol esters (PEs). The ever-increasing cultivation of toxic genotype of J. curcas runs the risk of increased human exposure to Jatropha products. In the present study, effects of J. curcas oil (from both toxic and nontoxic genotypes), purified PEs-rich extract and purified PEs (factors C1, C2, C(3mixture), (C4+C5)) on reconstituted human epithelium (RHE) and human corneal epithelium (HCE) were evaluated in vitro. The PEs were purified from toxic Jatropha oil. In both RHE and HCE, the topical application of PEs containing samples produced severe cellular alterations such as marked oedema, presence of less viable cell layers, necrosis and/or partial tissue disintegration in epithelium and increased inflammatory response (interleukin-1α and prostaglandin E2). When compared to toxic oil, histological alterations and inflammatory response were less evident (P<0.05) in nontoxic oil indicating the severity of toxicity was due to PEs. Conclusively, topical applications of Jatropha PEs are toxic towards RHE and HCE models, which represents dermal and occular toxicity respectively. Data obtained from this study would aid in the development of safety procedures for Jatropha biodiesel industries. It is advised to use protective gloves and glasses when handling PEs containing Jatropha products.


Subject(s)
Biofuels , Eye/drug effects , Hazardous Substances/toxicity , Jatropha/chemistry , Phorbol Esters/toxicity , Plant Extracts/toxicity , Skin/drug effects , Cell Line , Dinoprostone/metabolism , Humans , Interleukin-1alpha/metabolism , Risk Assessment , Toxicity Tests
2.
J Nat Prod ; 72(7): 1237-40, 2009 Jul.
Article in English | MEDLINE | ID: mdl-19572609

ABSTRACT

A new subclass of spirolide marine toxins, represented by spirolides H (1) and I (2), were isolated from the marine dinoflagellate Alexandrium ostenfeldii. Spirolides H and I are structurally distinct from other spirolides in that they contain a 5:6 dispiroketal ring system rather than the trispiroketal ring system characteristic of previously isolated spirolides. The structures were assigned using a combination of spectrometric and spectroscopic techniques. Previously isolated spirolides containing a cyclic imine moiety showed toxicity in the mouse bioassay. Spirolide H contains this cyclic imine moiety but does not show toxicity in the mouse assay, suggesting that the presence of the cyclic imine moiety is not the only structural requirement for toxicity.


Subject(s)
Dinoflagellida/chemistry , Marine Toxins/isolation & purification , Marine Toxins/toxicity , Spiro Compounds/isolation & purification , Spiro Compounds/toxicity , Animals , Marine Toxins/chemistry , Mice , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Spiro Compounds/chemistry , Structure-Activity Relationship
3.
Nat Prod Commun ; 10(1): 183-6, 2015 Jan.
Article in English | MEDLINE | ID: mdl-25920243

ABSTRACT

Plants belonging to the genus Aspidosperma, a member of the family Apocynaceae, provide a rich source of ß-carboline alkaloids, which makes them potentially poisonous. However, some of these alkaloids possess antitumor and antimicrobial activity. The present review is a survey of the ß-carboline alkaloids and shows that they comprise of a diverse array of structural modifications.


Subject(s)
Alkaloids/chemistry , Aspidosperma/chemistry , Carbolines/chemistry
4.
Fitoterapia ; 83(3): 586-92, 2012 Apr.
Article in English | MEDLINE | ID: mdl-22245089

ABSTRACT

Jatropha curcas seed oil, which can be utilized for biodiesel production upon transesterification, is also rich in phorbol esters (PEs). In this study, PEs from J. curcas oil (Jatropha factors C1 and C2 (purified to homogeneity), Jatropha factors C3 and (C4+C5) (obtained as mixtures) and PE-rich extract (containing all the above stated Jatropha factors) were investigated. The concentrations of Jatropha PEs were expressed equivalent to Jatropha factor C1. In the snail (Physa fontinalis) bioassay, the order of potency (EC50, µg/L) was: PE-rich extract

Subject(s)
Jatropha/chemistry , Molluscacides/pharmacology , Phorbol Esters/pharmacology , Plant Oils/chemistry , Snails/drug effects , Animals , Biofuels , Drug Stability , Esterification , Humans , Molluscacides/isolation & purification , Phorbol Esters/isolation & purification , Seeds/chemistry
5.
J Nat Prod ; 66(10): 1378-81, 2003 Oct.
Article in English | MEDLINE | ID: mdl-14575441

ABSTRACT

Five new cassane diterpenoids (1-5) were isolated from the roots of Caesalpinia pulcherrima, along with the known isovouacapenol C (6), pulcherrimin A (11), and 6beta-cinnamoyl-7beta-hydroxyvouacapen-5alpha-ol (12). Compounds 3-5 possess the alpha,beta-butenolide moiety, whereas compounds 1 and 2 contain a more usual 2,3-disubstituted furan unit. Compounds 7 and 8 were derived from hydrolysis of 6, while 9 and 10 were derived from acetylation and oxidation of 6, respectively. The (1)H and (13)C NMR spectra of all compounds were completely assigned using a combination of 2D NMR experiments, including (1)H-(1)H COSY, HSQC, HMBC, and T-ROESY sequences.


Subject(s)
Caesalpinia/chemistry , Diterpenes/chemistry , Diterpenes/isolation & purification , Plants, Medicinal/chemistry , Barbados , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , Plant Roots/chemistry , Stereoisomerism
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