A new aliphatic ester of hydroxysalicylic acid from fermented Carica papaya L. preparation with a potential hair growth stimulating activity

Abstract An aliphatic ester of hydroxysalicylic acid (6), reported for the first time from a natural source in addition to five known compounds were isolated from the fermented Carica papaya L. preparation, a commercialized functional food. The known compounds were identified as 5-hydroxymethylfurfuraldehyde (1), trans-caffeic acid (2), butyl 4-hydroxybenzoate (butylparaben) (3), lycopene (4), benzyl isothiocyanate (5). Compounds 1 and 3 were reported for the first time from Papaya fruits through this study. The new compound showed a moderate antioxidant activity and a potent hair growth stimulating activity in vitro. Graphical Abstract

[1]  B. Aslam,et al.  Phytochemical screening and in-vitro evaluation of pharmacological activities of peels of Musa sapientum and Carica papaya fruit , 2018, Natural product research.

[2]  J. Nakayama,et al.  Fermented Papaya Preparation Restores Age-Related Reductions in Peripheral Blood Mononuclear Cell Cytolytic Activity in Tube-Fed Patients , 2017, PloS one.

[3]  S. Pandey,et al.  Anti-inflammatory and immunomodulatory properties of Carica papaya , 2016, Journal of immunotoxicology.

[4]  K. Doi,et al.  Antioxidative activities of 62 wild mushrooms from Nepal and the phenolic profile of some selected species , 2016, Journal of Natural Medicines.

[5]  Wei-Chung Chang,et al.  Glucosides from the unripe fruit juice of Carica papaya Linn. (Caricaceae) cultivar ‘Red Lady’ with antioxidant activity , 2016 .

[6]  V. Zunjar,et al.  Antioxidant activities and phenolics profiling of different parts of Carica papaya by LCMS-MS , 2015, Natural product research.

[7]  G. Ibrahim,et al.  Lycopene and Lutein; A review for their Chemistry and Medicinal Uses , 2013 .

[8]  J. C. Díaz-Zagoya,et al.  Hypoglycemic effect of Carica papaya leaves in streptozotocin-induced diabetic rats , 2012, BMC Complementary and Alternative Medicine.

[9]  T. Idowu,et al.  HAEMATOLOGICAL RESPONSE TO INTAKE OF UNRIPE CARICA PAPAYA FRUIT EXTRACT AND THE ISOLATION AND CHARACTERIZATION OF CARICAPINOSIDE: A NEW ANTISICKLING AGENT FROM THE EXTRACT , 2012 .

[10]  S. Sasidharan,et al.  Antihyperglycaemic effects of ethanol extracts of Carica papaya and Pandanus amaryfollius leaf in streptozotocin-induced diabetic mice , 2011, Natural product research.

[11]  Dae-Ok Kim,et al.  Neuroprotective and anti-oxidant effects of caffeic acid isolated from Erigeron annuus leaf , 2011, Chinese medicine.

[12]  G. González-Aguilar,et al.  Phenolic and carotenoid profiles of papaya fruit (Carica papaya L.) and their contents under low temperature storage. , 2010, Journal of the science of food and agriculture.

[13]  L. Juneja,et al.  ORAC and DPPH assay comparison to assess antioxidant capacity of tea infusions: Relationship between total polyphenol and individual catechin content , 2010, International journal of food sciences and nutrition.

[14]  B. K. Murray,et al.  Measuring antioxidant capacity using the ORAC and TOSC assays. , 2010, Methods in molecular biology.

[15]  Ja Olagunjua,et al.  Nephroprotective activities of the aqueous seed extract of Carica papaya Linn. in carbon tetrachloride induced renal injured Wistar rats: a dose- and time-dependent study , 2009 .

[16]  A. Adeneye,et al.  Nephroprotective activities of the aqueous seed extract of Carica papaya Linn . in carbon tetrachloride induced renal injured Wistar rats : a dose-and time-dependent study , 2009 .

[17]  A. Mori,et al.  Inhibitory Effect of Fermented Papaya Preparation on Hydroxyl Radical Generation from Methylguanidine , 2008, Journal of clinical biochemistry and nutrition.

[18]  E. Sato,et al.  Effect of fermented papaya preparation on dermal and intestinal mucosal immunity and allergic inflammations , 2008 .

[19]  Yi Li,et al.  Regioselectivity of glucosylation of caffeic acid by a UDP-glucose:glucosyltransferase is maintained in planta. , 2003, The Biochemical journal.

[20]  A. Mercadante,et al.  Carotenoids from guava (Psidium guajava l.): isolation and structure elucidation. , 1999, Journal of agricultural and food chemistry.

[21]  R. Bennett,et al.  Biosynthesis of benzylglucosinolate, cyanogenic glucosides and phenylpropanoids in Carica papaya , 1997 .

[22]  K. Thomas,et al.  Antisickling agent in an extract of unripe pawpaw fruit (Carica papaya). , 1987, Transactions of the Royal Society of Tropical Medicine and Hygiene.

[23]  C. Tang.  Benzyl isothiocyanate of papaya fruit , 1971 .