A proposed biosynthetic pathway of picrosides linked through the detection of biochemical intermediates in the endangered medicinal herb picrorhiza kurroa

Phytochemical Analysis

Volumn 24, Issue 6, 2013, Pages 598-602

  Kumar, Varun ^a   Sood, Hemant ^a   Sharma, Manu ^a   Chauhan, Rajinder Singh ^a  

^a JAYPEE UNIVERSITY OF INFORMATION TECHNOLOGY   (India)

Author keywords

aucubin; bartsioside; biosynthetic pathway; LC MS; Picrorhiza kurroa; picrosides

Indexed keywords

BIOCHEMISTRY; BIOSYNTHESIS;

AUCUBIN; BARTSIOSIDE; BIOSYNTHETIC PATHWAY; DRUG FORMULATIONS; HERBAL DRUG; LC-MS; MEDICINAL HERB; PICRORHIZUM KURROUM; PICROSIDES; QUADRUPOLE/TIME OF FLIGHTS;

ELECTROSPRAY IONIZATION;

AUCUBIN; BARTSIOSIDE; BOSCHNALOSIDE; CATALPOL; HERBACEOUS AGENT; IRIDOID; MUSSAENOSIDIC ACID; PICROSIDE I; PICROSIDE II; PICROSIDE III; PICROSIDE IV; PICROSIDE V; PLANT GLYCOSIDE; UNCLASSIFIED DRUG;

ARTICLE; BIOCHEMISTRY; BIOSYNTHESIS; ELECTROSPRAY; FRAGMENTATION REACTION; GLYCOSYLATION; HERB; LIQUID CHROMATOGRAPHY; NONHUMAN; PICRORHIZA KURROA; QUADRUPOLE MASS SPECTROMETRY; TANDEM MASS SPECTROMETRY;

PICRORHIZA KURROOA;

AUCUBIN; BARTSIOSIDE; BIOSYNTHETIC PATHWAY; LC-MS; PICRORHIZA KURROA; PICROSIDES;

CHROMATOGRAPHY, LIQUID; CINNAMATES; IRIDOID GLUCOSIDES; PICRORHIZA; PLANTS, MEDICINAL; RHIZOME; TANDEM MASS SPECTROMETRY;

EID: 84886720395     PISSN: 09580344     EISSN: 10991565     Source Type: Journal    
DOI: 10.1002/pca.2437     Document Type: Article

References (27)

1. Ansari RA, Tripathi SC, Patnaik GK, Dhawan BN,. 1991. Antihepatotoxic properties of picroliv: an active fraction from rhizomes of Picrorhiza kurroa. J Ethnopharmacol 34: 61-68.
2. Bachmann BO,. 2010. Biosynthesis: is it time to go retro Nat Chem Biol 6: 390-393.
3. Bhandari P, Kumar N, Singh B, Gupta A, Kaul V, Ahuja P,. 2009. Stability-indicating LC-PDA method for determination of picrosides in hepatoprotective indian herbal preparations of Picrorhiza kurroa. Chromatographia 69: 221-227.
4. Chander R, Kapoor NK, Dhawan BN,. 1992. Picroliv, picroside-I and kutkoside from Picrorhiza kurroa are scavengers of superoxide anions. Biochem Pharmacol 44: 180-183.
5. Damtoft S,. 1983. Biosynthesis of the iridoids aucubin antirrinoside from 8-epi-deoxyloganic acid. Phytochemistry 22: 1929-1930.
6. Damtoft S,. 1994. Biosynthesis of catalpol. Phytochemistry 35: 1187-1189.
7. Damtoft S, Jensen SR, Jessen CU, Knudsen TB,. 1993. Late stages in the biosynthesis of aucubin in Scrophularia. Phytochemistry 33: 1089-1093.
8. Damtoft S, Jensen SR, Weiergang I,. 1994. Early stages in the biosynthesis of aucubin and harpagide. Deuterium labelling studies. Phytochemistry 35: 621-622.
9. Dorsch W, Stuppner H, Wagner H, Gropp M, Demoulin S, Ring J,. 1991. Antiasthmatic effects of Picrorhiza kurroa: androsin prevents allergen and PAF-induced bronchial obstruction in guinea pigs. Int Arch Allergy Appl Immunol 95: 128-133.
10. Gahlan P, Singh HR, Shankar R, Sharma N, Kumari A, Chawla V, Ahuja PS, Kumar S,. 2012. De novo sequencing and characterization of Picrorhiza kurroa transcriptome at two temperatures showed major transcriptome adjustments. BMC Genomics 13: 126.
11. Gupta A, Khajuria A, Singh J, Bedi KL, Satti NK, Dutt P, Suri KA, Suri OP, Qazi GN,. 2006. Immunomodulatory activity of biopolymeric fraction RLJ-NE-205 from Picrorhiza kurroa. Int Immunopharmacol 6: 1543-1549.
12. Isabel MSS, Kaplan MAC,. 2001. Biosynthesis significance of iridoids in chemosystematics. J Braz Chem Soc 12: 144-153.
13. Joy KL, Kuttan R,. 1999. Anti-diabetic activity of Picrorrhiza kurroa extract. J Ethnopharmacol 67: 143-148.
14. Joy KL, Rajeshkumar NV, Kuttan G, Kuttan R,. 2000. Effect of Picrorrhiza kurroa extract on transplanted tumours and chemical carcinogenesis in mice. J Ethnopharmacol 71: 261-266.
15. Li JX, Li P, Tezuka Y, Namba T, Kadota S,. 1998. Three phenylethanoid glycosides and an iridoid glycoside from Picrorhiza scrophulariiflora. Phytochemistry 48: 537-542.
16. Mehra TS, Chand R, Sharma YP,. 2011. Reproductive biology of Picrorhiza kurroa-a critically endangered high value temperate medicinal plant. Open Access J Med Arom Plants 1: 40-43.
17. Mondal T, Bantawa P, Sarkar B, Ghosh P, Chand P,. 2012. Cellular differentiation, regeneration, and secondary metabolite production in medicinal Picrorhiza spp. Plant Cell, Tissue Organ Cult. DOI: 10.1007/s11240-012-0223-9
18. Pandit S, Shitiz K, Sood H, Naik P, Chauhan R,. 2012. Expression pattern of fifteen genes of non-mevalonate (MEP) and mevalonate (MVA) pathways in different tissues of endangered medicinal herb Picrorhiza kurroa with respect to picrosides content. Mol Biol Rep. DOI: 10.1007/s11033-012-2147-1
19. Rai LK, Prasad P, Sharma E,. 2000. Conservation threats to some important medicinal plants of the Sikkim Himalaya. Biol Conserv 93: 27-33.
20. Rajkumar V, Guha G, Kumar RA,. 2011. Antioxidant and anti-neoplastic activities of Picrorhiza kurroa extracts. Food Chem Toxicol 49: 363-369.
21. Ronsted N, Gobel E, Franzyk H, Jensen SR, Olsen CE,. 2000. Chemotaxonomy of Plantago. Iridoid glucosides and caffeoylphenylethanoid glycosides. Phytochemistry 55: 337-348.
22. Saraswat B, Visen PKS, Patnaik GK, Dhawan BN,. 1999. Ex vivo and in vivo investigations of picroliv from Picrorhiza kurroa in an alcohol intoxication model in rats. J Ethnopharmacol 66: 263-269.
23. Singh B, Rastogi RP,. 1972. Chemical examination of P. kurroa part II: Re-investigation of kutkin. Indian J Chem 10: 29-31.
24. Sood H, Chauhan R,. 2010. Biosynthesis and accumulation of a medicinal compound, picroside-I, in cultures of Picrorhiza kurroa Royle ex Benth. Plant Cell, Tissue Organ Cult 100: 113-117.
25. Sood H, Chauhan RS,. 2011. Different tissue culture parameters used for increased shoot biomass and its enrichment for a medicinal compound, P-I in an endangered herb, Picrorhiza kurroa Royle ex Benth. Res Bioscientia 2: 13-22.
26. Wang DQ, Zheng HED, Feng BS, Yand CR,. 1993. Chemical constituents from Picrorhiza scrophulariiflora. Acta Bot Yunnanica 15: 83-88.
27. Weinges K, Kloss P, Henkels WD,. 1972. Natural products from medicinal plants. XVII. Picroside-II, a new 6-vanilloyl-catapol from Picrorhiza kurooa Royle and Benth. Justus Liebigs Ann Chem 759: 173-182.