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A New Steroid Isolated from Leucas cephalotes
Corresponding Author(s) : K. Kavitha Priya
Asian Journal of Chemistry,
Vol. 32 No. 6 (2020): Vol 32 Issue 6
Abstract
A new steroidal triterpenoid was isolated from hexane washed ethanolic extract of flowers of Leucas cephalotes. Its structure was elucidated as (Z)-17-(4,4-dimethylhept-2en-2-yl)-8,10,14-trimethyl-2,3,4,5,6,7,8,10,12,13,14,15,16,17-tetradecahydro-1H-cyclopent[a]phenanthren-3-ol (1). The structure of the new compound was determined by 1D and 2D NMR and MS and DEPT experiments as well as by comparison of their data with the reported values.
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- B.M. Lawrence, Chemical Components of Labiatae Oils and their Exploitation, In: Advances in Labiatae Science, Royal Botanic Gardens KEW, Whitstable, pp. 399-436 (1992).
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- M. Fujii, Y. Miyaichi and T. Tomimori, Planta Med., 61, 584 (1995); https://doi.org/10.1055/s-2006-959387
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- G.P. Moss, Pure Appl. Chem., 61, 1783 (1989); https://doi.org/10.1351/pac198961101783
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- P.K. Agarwal, D.C. Jain, R.K. Gupta and R.S. Thakur, Phytochemistry, 24, 2476 (1985).
- International Union of Pure and Applied Chemistry and International Union of Biochemistry; Definitive Rules for Nomenclature of Steroids: London Butterworths, pp. 285-322 (1971).
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References
B.M. Lawrence, Chemical Components of Labiatae Oils and their Exploitation, In: Advances in Labiatae Science, Royal Botanic Gardens KEW, Whitstable, pp. 399-436 (1992).
M.D. Greca, P. Monaco and L. Previtera, J. Nat. Prod., 53, 1430 (1990); https://doi.org/10.1021/np50072a005
Y. Miyaichi, A. Segawa and T. Tomimori, Chem. Pharm. Bull., 54, 1370 (2006); https://doi.org/10.1248/cpb.54.1370
G.R. Pettit, A. Numata, G.M. Cragg, D.L. Herald, T. Takada, C. Iwamoto, R. Riesen, J.M. Schmidt, D.L. Doubek and A. Goswami, J. Nat. Prod., 63, 72 (2000); https://doi.org/10.1021/np990346r
N. Katsui, H. Matsui, T. Hirata and T. Masamune, Bull. Chem. Soc. Jpn., 45, 223 (1972); https://doi.org/10.1246/bcsj.45.223
U. Kolak, G. Topcu, S. Birteksöz, G. Ötük and A. Ulubelen, Turk. J. Chem., 29, 177 (2005).
A.G. Gonzalez, Z.E. Aguiar, J.G. Luis, A.G. Ravelo, J.T. Vazquez and X.A. Dominguez, Phytochemistry, 28, 2871 (1989); https://doi.org/10.1016/S0031-9422(00)98114-7
X.A. Dominguez and M. Hinojosa, Planta Med., 30, 68 (1976); https://doi.org/10.1055/s-0028-1097695
M. Fujii, Y. Miyaichi and T. Tomimori, Planta Med., 61, 584 (1995); https://doi.org/10.1055/s-2006-959387
M. Kubo, H. Sasaki, T. Endo, H. Taguchi and I. Yosioka, Chem. Pharm. Bull. (Tokyo), 34, 3097 (1986); https://doi.org/10.1248/cpb.34.3097
M. Lopez-Lazaro, Mini-Revs. Chem., 9, 31 (2009); https://doi.org/10.2174/138955709787001712
S. Sinha, A.A. Ansari and S.M. Osman, Chem. Ind., 67 (1978).
K.D. Bahadur and A.B. Sen, Q. J. Crude Drug Res., 9, 1453 (1969); https://doi.org/10.3109/13880206909066289
R. Bhoria and S. Kainsa, Int. J. Pharm., 3, 77 (2013).
R.B. Shind and V. Jagtap, Int. J. Discov. Herb. Res., 1, 25 (2011).
K. Antariksh and P.C. Kumar, J. Nat. Prod. Plant Resour., 2, 284 (2010).
B. Baburao, A.R.N. Reddy, G. Kiran, Y.N. Reddy and G.K. Mohan, Braz. J. Pharm. Sci., 46, 525 (2010); https://doi.org/10.1590/S1984-82502010000300016
Qamaruddin and N. Parveen, J. Nat. Rem., 2, 155 (2002).
J.H. Bavarva and A.V.R.L. Narasimhacharya, J. Ethnopharmacol., 127, 98 (2010); https://doi.org/10.1016/j.jep.2009.09.042
B.L. Madhukiran, K.V. Lakshmi and P.U. Maheswari Devi, Anc. Sci. Life, 21, 244 (2002).
A. Verma, A. Kumar, D.K. Upreti, V. Pande and M. Pal, Pharmacog. Mag., 13, 22 (2017).
E. Salkowski and H.Z. Salkowski, Z. Physiol. Chem., 9, 491 (1885).
S. Lieberman and K. Dobriner, Annu. Rev. Biochem., 20, 227 (1951); https://doi.org/10.1146/annurev.bi.20.070151.001303
R.B. Clayton and R.H. Kluger, Steroids Encyclopedia Britannica Inc.; http://www.britannica.com/science/steroid.pages1&2.
B.C. Smith, Spectroscopy, 31, 28 (2016).
R.M. Silverstein, G.C. Bassler and T.C. Morrill, Spectrometric Identification of Organic Compounds, edn 5, p. 226 (1991).
D. Mishra, S. Mishra, S. Pandey and S.L. Mukesh, Int. J. Green Pharm., 9, S46 (2015).
M. Anteunis and F. Compernolle, Bull. Soc. Chim. Belg., 76, 482 (1967); https://doi.org/10.1002/bscb.19670760707
H. Weintraub, E.-E. Baulieu and A. Alfsen, Biochem. J., 185, 723 (1980); https://doi.org/10.1042/bj1850723
T. Akihisa, J. Ogihara, J. Kato, K. Yasukawa, M. Ukiya, S. Yamanouchi and K. Oishi, Lipids, 36, 507 (2001); https://doi.org/10.1007/s11745-001-0750-4
G.P. Moss, Pure Appl. Chem., 61, 1783 (1989); https://doi.org/10.1351/pac198961101783
Y. Miyaichi, A. Segawa and T. Tomimori, Chem. Pharm. Bull. (Tokyo), 54, 1370 (2006); https://doi.org/10.1248/cpb.54.1370
I. Fatima, I. Ahmad, I. Anis, A. Malik, N. Afza, L. Iqbal and M. Latif, Arch. Pharm. Res., 31, 999 (2008); https://doi.org/10.1007/s12272-001-1259-5
P.K. Agarwal, D.C. Jain, R.K. Gupta and R.S. Thakur, Phytochemistry, 24, 2476 (1985).
International Union of Pure and Applied Chemistry and International Union of Biochemistry; Definitive Rules for Nomenclature of Steroids: London Butterworths, pp. 285-322 (1971).
M.C. Farlene, eds.: K.W. Bentley and G.W. Kirby, Application of Nuclear Magnetic Resonance Spectroscopy, In: Technique of Chemistry, Vol. IV, Elucidation of Organic Structures by Physical and Chemical Methods, Wiley Interscience, edn 2, pp. 225-322 (1972).