Targeted isolation of alkaloid from Cyclea Peltata and determination of structural formula of Tetrandrine alkaloid based on NMR studies

Authors

  • Rakesh Pillai University of Strathclyde Glasgow, Scotland House No 349, Sector 5, Pushp Vihar, Near Saket, M.B.Road, New Delhi, India
  • Alexander I Gray Reader, University of Strathclyde, Glasgow, Scotland.
  • Uma V.S University of Kerala Trivandrum, Kerala.

Keywords:

Cyclea peltata, bisbenzyl isoquinoline, NMR, HSQC

Abstract

Alkaloids are group of chemical entity with proven medicinal properties. This work consolidates the procedure in isolation and structural determination of a bisbenzyl isoquinoline alkaloid from Cyclea peltata with related NMR values and data. Dried routes of Cyclea peltata was extracted using chromatographic techniques monitored using TLC and proton NMR studies. The pure compound isolated was subjected for proton NMR, carbon NMR, HSQC, HMBC, NOESY and COSY spectral experiments. Goal is to document the methods of isolation and NMR experiments involved in structural determination. The compound isolated were bisbenzyl isoquinoline alkaloid with head to head ether bond connection and identified as “Tetrandrine”. Eventhough tetrandrine is a known compound and is reported from many other plants, this time it is isolated and reported from Cyclea peltata (H.f & T).

References

Shankar D, Ved DK, Geetha UG. (2000)

‘Indian health traditions’. The Hindu

folio.

Pamillin W, Hooker JD, Thomson

T.Cyclea peltata’ . Flora indica, 1855;1,

-202.

Changkija S, Sapu. ‘Folk medicinal plants

of the Nagas in India’. Asian folklore

studies. 2000;58 (1): 205-230.

Begum D, Nath CS. Ethanobotanical review

of medicinal plants used for skin diseases

and related problems in northeastern India’.

Journal of Herbs, Spices and Medicinal

plants. 2000;7(3) :55.

Christina A.J, Packialakshmi M, Nagarajan

M, Kurian S. Modulatory effect of Cyclea

peltata Lam on stone formation induced by

ethylene glycol treatment in rats’. Methods

find Exp Clin Pharmacol, 2002;24(2): 77-79.

Dahanukar SA, Kulkarni RA, Rege NN.

Pharmacology of medicinal plants and

natural products’. Indian journal of

pharmacology. 2000;32: S81- S118.

Kupchan S.M, Yokoyama N, Thyagarajan

BS. Menispermaceae alkaloids-II; the

alkaloids of Cyclea peltata Diels’. J Pharm

Sci. 1961; 50:164-167.

Guinaudeau H, Lin LZ, Ruangrungsi N,

Cordell GA. Bisbenzyl isoquinoline

alkaloids from Cyclea barbata’. J Nat Prod.

;56(11):1989-92.

Lin LZ, Shieh HL, Angerhofer CK,

Pezzuto JM, Cordell GA, Xue L,

Johnson ME, Ruangrungsi N. Cytotoxic

antimalarial bisbenzyl isoquinoline

alkaloids from Cyclea barbata’. J Nat

Prod. 1993;56(1): 22-29.

Lai S, Zhao TF, Wang XK, Shizuri Y,

Yamamura S. Preparation and structural

elucidation of Insularin N oxide’.Yao

Xue Xue Bao, 1993;28(7):557-60.

Lai S, Zhao TF, Wang XK, Shizuri Y,

Yamamura S. Two novel bis

benzylisoquinoline alkaloids from

Cyclea Sutchenensis Gagnep’.Yao Xue

Xue Bao, 1993;28(8):599-603.

Pelletier SW, Chokshi HP, Desai HK.

Separation of diterpinoid alkaloid using

vacuum liquid chromatography’. Journal

of natural products. 1986;49(5):892-900.

Da Cunha EVL. Contribution to the

study of Alkaloids from the plants of

Menispermaceae’. University of

Strathclyde, PhD thesis, 1997;210-211.

Connelly AP. Phytochemical and

pharmacological study of the fruits of

Combritum obovatum’. University of

strathclyde; M.Res thesis. 2004;28-29.

Kemp W. Proton NMR spectroscopy’.

NMR in chemistry: a multinuclear

introduction, 5th edition 1986.

Williams DH, Fleming I. Spectroscopic

methods in organic chemistry’ Mc GrawHill, 5th edition 1995.

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Published

31-12-2010

How to Cite

1.
Rakesh Pillai, Alexander I Gray, Uma V.S. Targeted isolation of alkaloid from Cyclea Peltata and determination of structural formula of Tetrandrine alkaloid based on NMR studies. ijp [Internet]. 2010 Dec. 31 [cited 2024 Nov. 23];2(4):392-401. Available from: https://ijp.arjournals.org/index.php/ijp/article/view/63

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Original Research Articles