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Biomedical subjects

S B Mahato

Publications and source records attributed to S B Mahato.

At least 37 records · Page 2Linked to original sources

Anti-inflammatory triterpene saponins of Pithecellobium dulce: characterization of an echinocystic acid bisdesmoside.

A new bisdesmodic triterpenoid saponin, dulcin was isolated from the seeds of Pithecellobium dulce and was identified as 3-O-[beta-D-glucopyranosyl (1-->2)-alpha-L-arabinopyranosyl]- 28-O-[beta-D-xylopyranosyl (1-->6)-beta-D-glucopyranosyl]-echinocystic acid. The known oleanolic acid saponin PE, oleanolic acid 3-O-beta-D-glucopyranosyl (1-->2)-alpha-L-arabinopyranoside was also obtained. The structural features were elucidated by a combination of spectroscopic methods and some chemical transformations.

Anti-Inflammatory Agents↗

Transformation of cholic acid by Arthrobacter simplex.

Fermentation of cholic acid with Arthrobacter simplex (IICB 227) under aerobic conditions yielded 3,12-dioxo-23,24-dinorchola-4,6-dienoic acid, 7 alpha-hydroxy-3,12-dioxo-23,24-dinorchol-4-enoic acid, 3 alpha, 7 alpha-dihydroxy-12-oxo-5 beta-cholan-24-oic acid, 3 alpha, 7 alpha-dihydroxy-12-oxo-5 beta-23,24-dinorcholan-22-oic acid, 7 alpha, 12 alpha-dihydroxy-3-oxo-5 beta-cholan-24-oic acid, 7 alpha-12 alpha-dihydroxy-3-oxo-4-cholenoic acid, 7 alpha, 12 alpha-dihydroxy-3-oxo-23,24-dinorchol-4-enoic acid, and methyl-3 alpha-7 alpha, 12 alpha-trihydroxy-5 beta-cholan-24-oate in addition to a new metabolite 2 beta-hydroxy-3,12-dioxo-23,24-dinorchola-4,6-dienoic acid. Each microbial metabolite was characterized by the application of various spectroscopic methods. The availability of some of the metabolites' enabled complete elucidation of their 13C NMR spectra.

Aerobiosis↗

Bile acid transformations by Alcaligenes recti.

Metabolism of cholic acid, chenodeoxycholic acid, ursodeoxycholic acid, and deoxycholic acid by the grown cells of the bacterium Alcaligenes recti suspended in water was studied. Each isolated metabolite was characterized by the application of various spectroscopic methods. Cholic acid, chenodeoxycholic acid, ursodeoxycholic acid, and deoxycholic acid yielded methylated derivatives 3 alpha-methoxy-7 alpha, 12 alpha-dihydroxy-5 beta-cholanoic acid, 3 alpha-methoxy-7 alpha-hydroxy-5 beta-cholanoic acid, 3 alpha-methoxy-7 beta-hydroxy-5 beta-cholanoic acid, and 3 alpha-methoxy-12 alpha-hydroxy-5 beta-cholanoic acid, respectively. In addition, cholic acid furnished 7 alpha, 12 alpha-dihydroxy-3-oxochol-4-en-24-oic acid; chenodeoxycholic acid gave 7 alpha-hydroxy-3-oxo-5 beta-cholanoic acid and 7 alpha-hydroxy-3-oxochol-4-en-24-oic acid while ursodeoxycholic acid yielded 7 beta-hydroxy-3-oxochol-4-en-24-oic acid and 3-oxochola-4,6-dien-24-oic acid. The formation of various metabolites showed that two competitive enzymic reactions, i.e., selective methylation of the 3 alpha-hydroxy group and dehydrogenation in the A/B rings, were operative. The methylation process was found to be enzymic involving an S-adenosyl-L-methionine (AdoMet)-dependent methyl transferase, and this reaction appeared to be inhibitory to the process of degradation of the ring system. In the other reaction sequence, degradation of the ring system was initiated by dehydrogenation of the 3 alpha-hydroxy group. A 7 beta-dehydratase activity producing the delta 6 double bond was also noticeable in the metabolism of ursodeoxycholic acid.

Alcaligenes↗

Current trends in microbial steroid biotransformation.

Microbial transformations of various steroids are reviewed. Developmental studies on immobilization of microbial cells, techniques for selective transformation and better yields of desired metabolites are highlighted. The present position of microbial biotechnology in the steroid drug industry and the future prospects are discussed. Various steroid substrates, their metabolites and the micro-organisms used for the transformations are compiled covering the literature for the period late 1987-mid 1992.

Bacteria↗

Antifilarial effect of two triterpenoid saponins isolated from Acacia auriculiformis.

The active principle, isolated from the funicles of A. auriculiformis, consisted of two triterpenoid saponins, acaciaside A and acaciaside B which killed in vitro 97% microfilaria of Setaria cervi in 100 min at 4mg/ml concentration and 100% of adults in 35 min. The drug, when administered orally at 100 mg/kg on rats, in which S. cervi adults were implanted intra-peritoneally, increased the blood mf count by 1.5-fold after the first phase of treatment for 10 days. Following the third phase of treatment and thereafter, the mf density was reduced by more than 80%. No toxic effect of the saponins was observed in rats. The rise in mf count indicated that the drug induced a very high physiological stress on the adult worms which increased the rate of discharge of the mf before impending death. The treated rats on autopsy did not show any adult worms.

Acacia↗

Sugar-coated liposomes: a novel delivery system for increased drug efficacy and reduced drug toxicity.

The uptake of glycoside-bearing liposomes by macrophages has been studied in vitro. Since the uptake was found to be specific for the end sugar attached to the glycoside, the possibility is raised that glycoside-bearing liposomes might be used in vivo as systems to deliver drugs to macrophages. Using the antileishmanial drug urea stibamine, these delivery systems have been tested in vivo against model leishmaniasis. The results indicate that the drug encapsulated in sugar-coated liposomes is much more potent in comparison with normal liposome-encapsulated drug or to the free drug. Mannose-grafted liposomes are more efficient in transportation of drugs compared with those bearing glucose. Toxicity studies involving blood parameters, histological staining of tissues and specific enzyme activities related to liver function, show no apparent toxicity with the drugs. Hence, drug encapsulated sugar-coated liposomes may have possible applications to humans.

Animals↗

Triterpenoids.

Triterpenoids isolated and characterized from various sources are reviewed. The newer techniques used in their isolation and structure elucidation, the newer skeleton triterpenoids characterized, chemical modifications and synthetic studies reported are discussed. A compilation of the triterpenoids isolated during the period 1982-1989 along with their occurrence, available physical data, spectroscopy and X-ray analysis used for their characterization, is included. The biological activities of the triterpenoids are also described.

Humans↗

Flavonol glycosides from Calotropis gigantea.

Besides isolation and characterization of isorhamnetin-3-O-rutinoside, isorhamnetin-3-O-glucopyranoside and taraxasteryl acetate, a new flavonol trisaccharide was isolated from the aerial parts of Calotropis gigantea, and its structure was established as isorhamnetin-3-O-[2-O-beta-D-galactopyranosyl-6-O-alpha-L-rhamnopy ranosyl]- beta-D-glucopyranoside by a combination of fast atom bombardment mass spectroscopy, 1H and 13C NMR spectra and some chemical degradations.

Carbohydrate Sequence↗

Production of Forskolin in in vitro Cultures of Coleus forskohlii.

Shoot tip culture, root organ suspension, and callus culture producing roots were established from shoot tip, root tip, and hypocotyl segments, respectively, on Murashige and Skoog's and White's basal media with or without growth regulators. Forskolin was identified by TLC and HPLC in 60 days old shoot differentiating culture, 30 days old micropropagated plants, and root organ suspension but not in rhizogenic callus. Shoot differentiating culture established in the presence or absence of BAP revealed more or less similar amounts of forskolin as that of the micropropagated plants. Root organ suspension showed traces of forskolin production.

Journal Article↗

Sperm immobilizing effect of triterpene saponins from Acacia auriculiformis.

A mixture of two partially triterpenoid saponins (Tg), isolated from Acacia auriculiformis was tested for sperm immobilizing activity by using in vitro system. The lowest concentration (ED) required for an obvious immobilization of human sperm by using a modified Sander-Cramer test was found to be 0.35 mg/ml in physiological saline. The ability of the compound as a sperm immobilizing agent was compared with that of Triton X-100 and found to be more potent. Cervical mucus penetration test was also performed and the ED successfully prevented sperm entry in human cervical mucus. Supra-vital staining with eosin-nigrosin indicated death of the treated sperm. Electron microscopic study of Tg-treated sperm showed plasma membrane disintegration and dissolution of acrosomal cap which is presumably the cause for the spermicidal effect of the saponins. No permanent lesion was observed after application of 1.25 mg/ml Tg solution in physiological saline to the eye of rabbits for ten consecutive days.

Acacia↗

Triterpenoid saponins from Medicago hispida.

Soyasaponin III has been characterized and the structure of a new triterpenoid saponin, hispidacin, has been elucidated as soyasapogenol B-3-O-alpha-L-rhamnopyranopyranosyl(1----2)- beta-D-glucopyranosyl(1----2)-beta-D-glucuronopyranoside by a combination of fast-atom bombardment mass spectrometry, 13C NMR spectroscopy, and some chemical transformations. Mechanism of transformation of soyasapogenol B to soyasapogenols D, and F has also been rationalized.

Carbohydrate Sequence↗

Triterpenoid saponins discovered between 1987 and 1989.

Triterpenoid saponins isolated and characterized from various sources are reviewed. The recent techniques used in their isolation and structure elucidation are discussed. A compilation of the triterpenoid saponins isolated during the period from 1987 to mid-1989, together with their occurrence, available physical data and spectroscopy used for their characterization is included. The biological activities of the triterpenoid saponins are also covered.

Animals↗

Targeting of plant glycoside-bearing liposomes to specific cellular and subcellular sites.

The possibility of using liposomes as an effective drug delivery system has been studied by incorporation of two plant glycosides of varying terminal sugar residues onto the surface of liposomes and examination of their distribution in different tissues. The two glycosides, corchorusin D and asiaticoside having glucose and rhamnose respectively at the terminal ends wee selected for the purpose. The hepatic uptake of liposomes made from egg lecithin, cholesterol and dicetyl phosphate and either of the two glycosides was compared. The hepatic uptake of asiaticoside bearing liposomes was reduced, whereas that of corchorusin D bearing liposomes was enhanced and was specific for glucose. Liver perfusion followed by cell separation showed that the uptake is mostly into the non-parenchymal cells of liver. The distribution of corchorusin D bearing liposomes was maximal in the lysosomal fraction of the non-parenchymal cells. Ways of using corchorusin D bearing liposomes as delivery systems for drugs or enzymes to lysosomes have been sought.

Agglutination Tests↗

Oxidative side-chain and ring fission of pregnanes by Arthrobacter simplex.

Metabolic processes involving side-chain and ring cleavage of progesterone, 17-hydroxyprogesterone, 11-deoxycortisol and 16-dehydropregnenolone by Arthrobacter simplex were studied. The formation of the metabolites from progesterone indicates a pathway somewhat different from normal in the enzymic reaction sequence, and the 17-hydroxyprogesterone metabolites reveal a non-enzymic rearrangement step. The presence of a hydroxy group at C-21, as in 11-deoxycortisol, induces reduction of the C-20 carbonyl group. The microbial preparation of a novel androstane analogue, 17 beta-hydroxy-16 alpha-methoxyandrosta-1,4-dien-3-one, by incubation of 16-dehydropregnenolone with the bacterial strain was achieved. The formation of this metabolite is a multistep process involving a novel microbial generation of a methoxy group from a double-bond transformation in a steroid skeleton.

17-alpha-Hydroxyprogesterone↗

Plant glycosides in a liposomal drug-delivery system.

Plant glycosides were incorporated into the liposomal surface to study their sugar-specific uptake by various tissues. Two steroid glycosides, namely floribundasaponin D, with rhamnose as terminal sugar, and gracillin, with glucose and rhamnose as end sugars, were selected for the purpose. 125I-human IgG encapsulated liposomes composed of egg lecithin (phosphatidylcholine), cholesterol, dicetyl phosphate (optional) and either floribundasaponin D or gracillin, when injected into the tail vein of rat, showed significantly higher uptake in the rat liver than in appropriate controls. Whereas the uptake of floribundasaponin D liposomes was observed to be non-specific, the increased uptake of the gracillin liposomes, as judged from the inhibition studies with asppropriate sugars, was specific for glucose, although the receptor was unable to distinguish between the alpha and beta anomers ('anomerically blind'). The liver-perfusion studies showed that the uptake of gracillin liposomes was mostly by non-parenchymal cells.

Animals↗

Urea stibamine: an improved method of preparation and its antileishmanial activity.

An improved method for preparation of urea stibamine was developed. The crude p-acetylaminophenyl stibonic acid (II) prepared was purified by dissolving it in Na2CO3 solution, whererin acid (II) dissolved leaving behind the impurities. Acid (II) was directly combined with urea without hydrolyzing the acetyl group to give urea stibamine. Biological activity of the drug in vitro as well as in vivo was also studied. The drug had no inhibitory effect on growth, respiration, incorporation of radiolabeled precursors into promastigotes of L. donovani, and on transformation of amastigotes to promastigotes. In infected hamster, the effect of the drug was highly significant in vivo., as it removed the parasitic burden completely.

Animals↗