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ISOLATION, PURIFICATION AND STRUCTURAL ELUCIDATION OF NOVEL BIOACTIVE PHYTOCONSTITUENTS FROM CRATAEVA NURVALA BUCH-HAM STEM BARK CHLOROFORM FRACTION

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Abstract (2. Language): 
The objective of the study was to isolate and characterize the bioactive phytoconstituents from Crataeva nurvala Buch-Ham stem bark. For isolation of the compounds, ethanolic extract of Crataeva nurvala stem bark was fractionated with chloroform and the chloroform fraction was subjected for conventional column chromatography. Three compounds (CN-01, CN-02 and CN-03) were isolated by gradient elution technique and purified with methanol. The subsequent structures of isolated compounds were elucidated by various spectrophotometric analysis. Mass spectrum of CN- 01, CN-02 and CN-03 showed a parent molecular ion (M+) peak at m/z 415.4 gm/mol correspond to the molecular formula C29H50O, 451.4 gm/mol correspond to C29H48O and 465.3 gm/mol correspond to C30H50O respectively. In the 1H- NMR spectrum of CN-01, H-3 proton appeared as multiplet (m) at δ 3.5, H-6 proton appeared as doubly doublet (dd) at δ 5.35, eighteen methyl protons appeared as multiplet (m) between δ 0.6765-1.07 where as in the 1H- NMR spectrum of CN-02, H-3, H-6 and H- 22 protons appeared as singlet (s) at δ 2.6, 4.5 and 4.34 respectively, H-23 proton appeared as multiplet (m) at δ 4.35, nine methyl proton appeared as singlet (s) at δ 0.68, 0.97 δ 0.72. In the 1H- NMR spectrum of CN-03, 4-β-CH3 peak appeared as singlet (s) at δ 0.7608, at δ 0.8297 & 0.7882 two sharp singlet (s) peak correspond to 17-β-CH3 & 4-α-CH3; another singlet (s) peak appearing at δ 0.9085 depicted presence of 14-α-CH3, multiplet (m) appearing at δ 1.1749 assigned for 10-α-CH3; singlet (s) appearing at δ 2.3848 corresponds to –OH gr, vinylic protons appeared at δ 4.6843 & 4.6901 as singlet (s), H-3 axial portion appeared at δ 3.2078 as multiplet (m) and singlet (s) peak at δ 1.0301 accounted for br. -CH3. From the physical, chemical and spectral characteristic CN-01, CN-02 and CN-03 were concluded as β-sitosterol, stigmasterol and lupeol.
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REFERENCES

References: 

1. Ramila M, Manoharan A. Characteristics
of pharmacognostical significance of
Erythrina variegate var. and Ficus racemosa
Linn. bark. J Chem Pharm Res 2011; 3(6):
707-714.
2. Muraleedharannair JM, Johnson MA,
Mony M, Zachariah MP, Solomon J.
Phytochemical studies on Azolla pinnata R.
Br., Marsilea minuta L. and Salvinia molesta
Mitch. Asian Pac J Trop Biomed 2011; 2:
S26-29.
3. Shiddamallayya N, Azara Y, Gopakumar
K. Hundred common forest medicinal plants
of Karnataka in primary healthcare. Indian J
Traditional Knowledge 2010; 9(1): 90-95.
4. Patil AG, Koli SP, Patil DA, Naresh C.
Pharmacognostical standardization and
HPTLC fingerprint of Crataeva tapia Linn.
SSP. Orora (Jacob.) almedia leaves. Int J
Pharma Bio Sci 2010; 1(2): 1-14.
5. Soosamma J, Madhavi T, Bincy R, Jincy S,
Vinutha. Phytochemistry and pharmacology
of an important Indian medicinal plant
Crataeva nurvala Buch Ham. Res J
Pharmacog Phytochem 2010; 2(4): 275-80.
6. Rajesh K, Devraj S, Pratibha B, Shabaraya
AR, Karunakar H. Evaluation of antibacterial
and anthemintic activity of root extract of
Crataeva nurvala. Pharmacologyonline,
2011; 1: 617-22.
7. Udaysing HP. Differential bactericidal
potential and phytochemical evaluation of
Crataeva religosa stem bark. Int J Pharma
Res Develop 2011; 2(1): 82-88.
8. Farjana K, Md. Amran H, Apurba SA,
Stesh CB, Nazmul Q. Evaluation of analgesic
and antidiarrhoeal property of the ethanolic
extract of Crataeva nurvala Buch. Ham
(Capparidaceae) leaves. Int J Pharm Sci Rev
Res 2012; 12(2): 5-8.
9. Kiruba S, Mahesh M, Paul ZM, Jeeva S.
Preliminary phytochemical screening of the
pericarp of Crataeva magna (Lour.) DC. – a
medicinal tree. Asian Pac J Trop Biomed
2011; 2: 129-30.
10. Parvin S, Md. Abdul K, Md. Abdul M,
Ekramul H, Md. Ashik M, Mir Imam IW.
Triterpenoids and phytosteroids from stem
bark of Crataeva nurvala buch ham. J Appl
Pharm Sci 2011; 1(9): 47-50.
11. Atanu B, Shastry CS, Santanu S.
Preliminary phytochemical analysis of
selected medicinal plants of Westernghat
region of south Karnataka, India. Int J Adv
Pharma Res 2013; 4(6): 1841–6.
12. Jain PS, Bari SB. Isolation of lupeol,
Stigmasterol and campsterol from
petroleum ether extract of woody stem of
Wrightia tinctoria. Asian J Plant Sci 2010;
9(3): 163-67.
13. Harbone JB. Phytochemical methods: a
guide to modern techniques of plant
analysis. 3rd ed. London: Thompson
Publishing IT, 1998; 5-21.
Research Article CODEN: IJPRNK ISSN: 2277-8713
Atanu Bhattacharjee, IJPRBS, 2013; Volume 2(5):452-464 IJPRBS
Available Online at www.ijprbs.com
463
14. Kamboj A, Saluja AK. Isolation of
Stigmasterol and β-sitosterol form
pertolium ether extract of aerial parts of
Ageratum conyzoides (Asteraceae). Int J
Pharm Pharm Sci 2011; 3(1): 94-96.
15. Gagandeep, Meera, Kalidhar SB.
Chemical constituents of Crataeva nurvala
(Buch-Ham) leaves. Indian J Pharm Sci 2009,
72(2): 129-30.
16. Shumaia P, Md. Abdul K, Md. Abdul M,
Md. Ekramul H, Md. Ashik M, Mir Imam IW.
Triterpenoids and phytosteroids from stem
bark of Crataeva nurvala buch ham. J App
Pharm Sci 2011; 1(9): 47-50.
17. Arjun P, Jha S, Murthy PN, Manik,
Sharone A. Isolation and characterization of
stigmast-5-en-3β-ol (β-sitosterol) from the
leaves of Hygrophila spinosa T. Anders. Int J
Pharma Sci Res 2010; 1(2): 95-100.
18. Charles GG, Paul MM, Titus IK, David KK.
Analgesic and anti-inflammatory activities
of 9-Hexacosene and stigmasterol isolated
from Mondia whytei. Phytopharmacol 2012;
2(1): 212-23.
19. Gabay O, Sanchez C, Salvat C, Chevy M.
Breton F, Nourissat G, et al. Stigmasterol: A
phytosterol with potential antiosteoarthritic
properties. Osteoarth
Cartilage 2010; 18(1): 106-16.
20. Apoorva D, Anoop KP, Kanwal R, Neeraj
Misra. Comparative study of vibrational
spectra of two bioactive natural products
lupeol and lupenone using MM/QM
method. Spectroscopy: An Int Journal 2012;
27(3): 155-66.
21. Venkatachalapathi S, Subban R.
Isolation and quantification of lupeol in
Strobilanthes ciliatus nees by HPTLC. Int J
Pharm & Pharm Sci 2012; 4(4): 405-08.
22. Patrick JDB, Johan HL. Plant sterols and
sterolines: A review of their immunemodulating
properties. Alt Med Review
1999; 4(3): 170-77.
23. Nelson P, Karen B, Nita F, Geno M. A
randomized, double-blind, placebocontrolled
trial to determine the
effectiveness of botanically derived
inhibitors of 5AR in the treatment of
androgenetic alopecia. J Altern
Complement Med 2002; 8 (2): 1-20.
24. Von HRL, Fink CS, Awad AB. Beta-
Sitosterol activates the sphingomylin cycle
and induces apoptosis in LNCaP human
prostate cancer cells. Nutr Cancer 1998;
32(1):8-12.
25. Kishore K, Deepshikha R. Tephrosia
purpurea Pers. (Fabaceae) - A common
winter weed of Chhattisgarh, India -As a
source of anticancer drug. Indian J Applied
& Pure Bio 2011; 26(1): 53-55.
26. Navpreet K, Jasmine C, Akash J, Lalit K.
Stigmasterol: A comprehensive review. Int J
Pharma Sci Res 2011; 2 (9): 2259-65.
27. Margareth BCG, Miranda JS. Biological
activities of lupeol. Int J Biomed Pharm Sci
2009; 3(1): 46-66.
Research Article CODEN: IJPRNK ISSN: 2277-8713
Atanu Bhattacharjee, IJPRBS, 2013; Volume 2(5):452-464 IJPRBS
Available Online at www.ijprbs.com
464
28. Agarwal RB, Rangari VD.
Antiinflammatory and antiarthritic activities
of lupeol and 19α-H upeol isolated from
Strobilanthus callosus and Strobilanthus
ixiocephala roots. Ind J Pharmacol 2003; 35:
384-7.
29. Nagaraj M, Sunitha S, Varalaxmi P.
Effect of lupeol, a pentacyclic triterpene, on
lipid peroxidation and antioxidant status in
rat kidney after chronic cadium exposure. J
Appl Toxicol 2000; 20: 413-27.
30. Varatharajan S, Coothan KV,
Palaninathan V. Antiurolithic effect of
lupeol and lupeol linolate in experimental
hyperoxaluria. J Nat Prod 2008; 71(9): 1509-
12.
31. Mizushina Y, Ikuta A, Endoh K, Oshige
M, Kasai N, Kamiya K et al. Inhibition of DNA
polumerase and topoisomerase II by
triperpene produce by plant cells. Biochem
Biophy Res Commun 2003; 305: 365-73.
32. Sudharshan PT, Mythili Y, Selvakumar E,
Varalaxmi P. Cardioprotective effect of
pentacyclic triterpene, lupeol and its ester
on cyclophosphamide-induced oxydetive
stress. Hum Expt Toxicol 2005; 24: 313-18.

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