Chemical composition of hydroethanolic extracts from five species of the Passiflora genus

Revista Brasileira de Farmacognosia

Volumn 22, Issue 6, 2012, Pages 1219-1232

  Sakalem, Marna E ^a   Negri, Giuseppina ^a   Tabach, Ricardo ^a  

^a FEDERAL UNIVERSITY OF SÃO PAULO   (Brazil)

Author keywords

HPLC DAD ESI MS MS; Passiflora bahiensis; Passiflora coccinea; Passiflora quadrangularis; Passiflora sidifolia; Passiflora vitifolia

Indexed keywords

APIGENIN DERIVATIVE; FLAVONE; FLAVONE DERIVATIVE; GLUCOSIDE; HEXOSE; ISOORIENTIN; LUTEOLIN; ORIENTIN; PASSIFLORA EXTRACT; PENTOSE; PHENOL; PHENOL DERIVATIVE; PINOCEMBRINE; PLANT EXTRACT; PLANT GLYCOSIDE; PROCYANIDIN DERIVATIVE; ROSMARINIC ACID; UNCLASSIFIED DRUG; VITEXIN;

ARTICLE; CHEMICAL COMPOSITION; COLLISIONALLY ACTIVATED DISSOCIATION; ELECTROSPRAY; EXTRACTION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; ION TRAP MASS SPECTROMETRY; NONHUMAN; PASSIFLORA; PHYTOCHEMISTRY; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; TANDEM MASS SPECTROMETRY; ULTRAVIOLET SPECTROSCOPY;

EID: 84871458842     PISSN: 0102695X     EISSN: None     Source Type: Journal    
DOI: 10.1590/S0102-695X2012005000108     Document Type: Article

References (50)

1. Abad-Garcia B, Garmon-Lobato S, Berrueta LA, Gallo B, Vicente F 2008. New features on the fragmentation and differentiation of C-glycosidic flavone isomers by positive electrospray ionization and triple quadrupole mass spectrometry. Rapid Commun Mass Sp 22: 1834-1842.
2. Abad-Garcia B, Berrueta LA, Garmon-Lobato S, Gallo B, Vicente F 2009. A general analytical strategy for the characterization of phenolic compounds in fruit juices by high-performance liquid chromatography with diode array detection coupled to electrospray ionization and triple quadrupole mass spectrometry. J Chromatogr A 1216: 5398-5415.
3. Abourashed EA, Vanderplanck JR, Khan IA 2002. Highspeed extraction and HPLC fringerprint of medicinal plants- I. Application to Passiflora flavonoids. Pharm Biol 40: 81-91.
4. Antognoni F, Zheng SP, Pagnucco C, Baraldi R, Poli F, Biondi S 2007. Induction of favonoid production by UV-B radiation in Passifora quadrangularis callus cultures. Fitoterapia 78: 345-352.
5. Appel K, Rose T, Fiebich B, Kammler T, Hoffmann C, Weiss G 2011. Modulation of the gamma-aminobutyric acid (GABA) system by Passiflora incarnata L. Phytother Res 25: 838-843.
6. Aslanargun P, Cuvas O, Dikmen B, Aslan E, Yuksel MU 2012. Passiflora incarnata Linneaus as an anxiolytic before spinal anesthesia. J Anesth 26: 39-44.
7. Barbosa PR, Valvassori SS, Bordignon CL, Kappel VD, Martins MR, Gavioli EC, Quevedo J, Reginato FH 2008. The aqueous extracts of Passiflora alata and Passiflora edulis reduce anxiety-related behaviors without affecting memory process in rats. J Med Food 11: 282-288.
8. Butterweck V, Nahrstedt A 2012. What is the best strategy for preclinical testing of botanicals? A critical perspective. Planta Med 78: 747-754.
9. Bylov T, Franzyk H, Jaroszewski JW 2004. Cyclopentanoid cyanohydrin glucosides from Passiflora mixta. Biochem Syst Ecol 32: 695-698.
10. Carvalho FKD, de Medeiros RMT, de Araujo JAS, Riet-Correa F 2011. Experimental poisoning by Passiflora foetida (Passifloraceae) in goats. Pesquisa Vet Brasil 31: 477-481.
11. de Castro PCF, Hoshino A, da Silva JC, Mendes FR 2007. Possible anxiolytic effect of two extracts of Passiflora quadrangularis L. in experimental models. Phytother Res 21: 481-484.
12. Dhawan K, Dhawan S, Sharma A 2004. Passiflora: a review update. J Ethnopharmacol 94: 1-23.
13. Fernandez SP, Nguyen M, Yow TT, Chu C, Johnston GAR, Hanrahan JR, Chebib M 2009. The flavonoid glycosides, myricitrin, gossypin and naringin exert anxiolytic action in mice. Neurochem Res 34: 1867-1875.
14. Ferreres F, Gil-Izquierdo A, Andrade PB, Valentao P, Tomas-Barberan FA 2007. Characterization of C-glycosyl flavones O-glycosylated by liquid chromatography-tandem mass spectrometry. J Chromatogr A 1161: 214-223.
15. Fiebich BL, Knörle R, Appel K, Kammler T, Weiss G 2011. Pharmacological studies in an herbal drug combination of St. John's Wort (Hypericum perforatum) and passion fower (Passifora incarnata): In vitro and in vivo evidence of synergy between Hypericum and Passifora in antidepressant pharmacological models. Fitoterapia 82: 474-480.
16. Figueirinha A, Paranhos A, Perez-Alonso JJ 2008. Cymbopogon citratus leaves: Characterisation of flavonoids by HPLC-PDA-ESI/MS/MS and an approach to their potential as a source of bioactive polyphenols. Food Chem 110: 718-728.
17. Furuuchi Ryo, Yokoyama T, Watanabe Y, Hirayama M 2011. Identification and quantification of short oligomeric proanthocyanidins and other polyphenols in boysenberry seeds and juice. J Agric Food Chem 59: 3738-3746.
18. Gouveia S, Castilho PC 2011. Characterisation of phenolic acid derivatives and flavonoids from different morphological parts of Helichrysum obconicum by a RP-HPLC-DAD-(-)-ESI-MS(n) method. Food Chem 129: 333-344.
19. Grice ID, Ferreira LA, Griffiths LR 2001. Identification and simultaneous analysis of hamane, harmina, harmol, isovitexin, and vitexin in Passiflora incarnata extracts with a novel HPLC method. J Liq Chromatogr R T 24: 2513-2523.
20. Grundmann O, Wang J, McGregor GP, Butterweck V 2008. Anxiolytic activity of a phytochemically characterized Passiflora incarnata extract is mediated via the GABAergic system. Planta Med 74: 1769-1773.
21. Jaroszewski JW, Olafsdottir ES, Wellendorph P, Christensen J, Franzyk H, Somanadhan B, Budnik BA, Jorgensen LB, Clausen V 2002. Cyanohydrin glycosides of Passiflora: distribution pattern, a saturated cyclopentane derivative from P. guatemalensis, and formation of pseudocyanogenic alpha-hydroxyamides as isolation artefacts. Phytochemistry 59: 501-511.
22. Junqueira KP, Faleiro FG, Junqueira NTV, Bellon G, Ramos JD, Braga MF, de Souza LS 2008. Confirmation of interspecific hybrids in Passiflora using molecular markers. Re Bras Frutic 30: 191-196.
23. Kachlicki P, Einhorn J, Muth D, Kerhoas L, Stobiecki M 2008. Evaluation of glycosylation and malonylation patterns in flavonoid glycosides during LC/MS/MS metabolite profiling. J Mass Spectrom 43: 572-586.
24. Lakhan SE, Vieira KF 2010. Nutritional and herbal supplements for anxiety and anxiety-related disorders: systematic review. Nutr J 42: 1-14.
25. Li HW, Zhou P, Yang QQ, Shen Y, Deng J, Li L, Zhao D 2011. Comparative studies on anxiolytic activities and flavonoid compositions of Passiflora edulis 'edulis' and Passiflora edulis 'flavicarpa'. J Ethnopharmacol 133: 1085-1090.
26. Liu GZ, Ma JY, Chen YZ, Tian QQ, Shen Y, Wang XS, Chen B, Yao SZ 2009. Investigation of favonoid profle of Scutellaria bacalensis Georgi by high performance liquid chromatography with diode array detection and electrospray ion trap mass spectrometry. J Chromatogr A 1216: 4809-4814.
27. Liu GZ, Rajesh M, Wang XS, Zhang M, Wu Q, Li S, Chen B, Yao SZ 2011. Identification of flavonoids in the stems and leaves of Scutellaria bacalensis Georgi. J Chromatogr B 879: 1023-1028.
28. Lutomski J, Malek B 1975. Pharmakochemische untersuchungen der drogen der gattung Passiflora. I V. Mittlg: der vergleich des alkaloidgehaltes in verschiedenen harmandrogen. Planta Med 27: 381-384.
29. Lutomski J, Malek B, Rybacka L 1975. Pharmacochemical investigation of the raw materials from Passiflora genus. II. The pharmacochemical estimation of juices from the fruits of Passiflora edulis and Passiflora edulis forma flavicarpa. Planta Med 27: 112-121.
30. Mendes FR, Mattei R, Carlini EA 2002. Activity of Hypericum brasiliense and Hypericum cordatum on the central nervous system in rodents. Fitoterapia 73: 462-471.
31. Negri G, Teixeira EW, Alves MLTMF, Moreti ACCC, Otsuk IP, Borguini GB, Salatino A 2011. Hydrocinnamic acid amide derivatives, phenolic compounds and antioxidant activity of extracts of pollen samples from Southeast Brazil. J Agric Food Chem 59: 5516-5522.
32. Negri G, Santi D, Tabach R 2012. Chemical composition of hydroethanolic extracts from Siparuna guianensis, medicinal plant used as anxiolytics in Amazon region. Rev Bras Farmacogn 22: doi: 10.1590/S0102-695X2012005000034.
33. Orsini F, Pelizzoni F, Ricca G, Verotta L 1987. Triterpene glycosides related to quadranguloside from Passiflora quadrangularis. Phytochemistry 26: 1101-1105.
34. Orsini F, Pelizzoni F, Verotta L 1986. Quadranguloside, a cycloartane triterpene glycoside from Passiflora quadrangularis. Phytochemistry 25: 191-193.
35. Osorio C, Duque C, Fujimoto Y 2000. Oxygenated monoterpenoids from badea (Passifora quadrangularis) fruit pulp. Phytochemistry 53: 97-101.
36. Piccinelli AL, Mesa MG, Armenteros DM, Alfonso MA, Arevalo AC, Campone L, Rastrelli L 2008. HPLC-PDA-MS and NMR characterization of C-glycosyl flavones in a hydroalcoholic extract of Citrus aurantifolia leaves with antiplatelet activity. J Agric Food Chem 56: 1574-1581.
37. Rehwald A, Sticher O, Meier B 1995. Trace analysis of harman alkaloids in Passiflora incarnata by reversed phase high-performance liquid chromatography. Phytochem Analysis 6: 96-100.
38. Reginatto FH, Kauffmann C, Schripsema J, Guillaume D, Gosmann G, Schenkel EP. 2001. Steroidal and triterpenoidal glucosides from Passiflora alata. J Braz Chem Soc 12: 32-36.
39. Reginatto FH, Gosmann G, Schripsema J, Schenkel EP 2004. Assay of quadranguloside, the major saponin of leaves of Passiflora alata, by HPLC-UV. Phytochem Analysis 15: 195-197.
40. Saeki D, Yamada T, Kajimoto T, Muraoka O, Tanaka R 2011. A set of two diastereomers of cyanogenic glycosides from Passiflora quadrangularis. Nat Prod Commun 6: 1091-1094.
41. Sarris J, Panossian A, Schweitzer I, Stough C, Scholey A 2012. Herbal medicine for depression, anxiety and insomnia: a review of psychopharmacology and clinical evidence. Eur Neuropsychopharm 21: 841-860.
42. Sarnoski PJ, Johnson JV, Reed KA, Tanko JM, O'Keefe SF 2012. Separation and characterisation of proanthocyanidins in Virginia type peanut skins by LC-MS(n). Food Chem 131: 927-939.
43. Seigler DS, Pauli GF, Frohlich R, Wegelius E, Nahrstedt A, Glander KE, Ebinger JE 2005. Cyanogenic glycosides and menisdaurin from Guazuma ulmifolia, Ostryavirginiana, Tiquilia plicata, and Tiquilia canescens. Phytochemistry 66: 1567-1580.
44. Sendker J, Nahrstedt A 2010. Synthesis and characterisation of alpha-glycosyloxyamides derived from cyanogenic glycosides. Phytochem Analysis 21: 575-581.
45. Singh B, Singh D, Goel RK 2012. Dual protective effect of Passiflora incarnata in epilepsy and associated post-ictal depression. J Ethnopharmacol 139: 273-279.
46. Wohlmuth H, Penman KG, Pearson T, Lehmann RP 2010. Pharmacognosy and chemotypes of passionflower (Passiflora incarnata L.). Biol Pharm Bull 33: 1015-1018.
47. Yoshikawa K, Katsuta S, Mizumori J, Arihara S 2000a. New cycloartane triterpenoids from Passiflora edulis. J Nat Prod 63: 1377-1380.
48. Yoshikawa K, Katsuta S, Mizumori J, Arihara S 2000b. Four cycloartane triterpenoids and six related saponins from Passiflora edulis. J Nat Prod 63: 1229-1234.
49. Zeraik ML, Yariwake JH 2010. Quantification of isoorientin and total flavonoids in Passiflora edulis fruit pulp by HPLC-UV/DAD. Microchem J 96: 86-91.
50. Zucolotto SM, Fagundes C, Reginatto FH, Ramos FA, Castellanos L, Duque C, Schenkel EP 2012. Analysis of C-glycosyl flavonoids from South American Passiflora species by HPLC-DAD and HPLC-MS. Phytochem Analysis 23: 232-239.