Lignans chemistry

Lignin, a constituent in almost all dry-land plant cell walls, is second only to cellulose in natural abundance. The purpose of this book is to provide an up-to-date compendium of the research on selected topics in lignin and lignan chemistry. 

This book is by no means a comprehensive treatise. The advances in the biosynthesis of lignin and lignans since 1971 have not been included in this volume. This should be the subject of a second book on the advances in lignin and lignan chemistry. 

Asymmetric catalysis with Rh2(4Y-MPPIM)4 has been used to prepare a wide variety of lignans such as (+)-isodeoxypodophyllotoxin 70 (Equation (62))202,203 and (—)-enterolactone 71 (Equation (63)).194 The chemistry has also been utilized in the synthesis of (A)-(+)-imperanene 72 (Equation (64))197 and (R)-(—)-baclofen 73 (Equation (65)).198 Enantioselectivities of 91-96% ee have been obtained for a broad range of applications. 

C.B.S. Rao, Chemistry of Lignans (Andhra University Press, India, 1978). 

Beracierta AP, Whiting DA (1978) Stereoselective total syntheses of the ( )-di-0-methyl ethers of agatharesinol, sequirin-A, and hinokiresinol, and of ( )-tri-0-methylsequrin-E, characteristic norlignans of Coniferae. J Chem Soc Perkin Trans 1 1257-1263 Birch AJ, Liepa AJ (1978) Biosynthesis. In Rao CBS (ed) Chemistry of lignans. Andhra University Press, Andhra Pradesh, pp 307-327... 

Nishibe, S., H. Tsukamoto, I. Agata, S. Hisada, K. Shima, and T. Takemoto. Isolation of phenolic compounds from stems of Olea europaea. Shokugaku Zasshil981 35 251-254. Tsukamoto, H., S. Hisada, and S. Nishibe. Studies on the lignans from Oleaceae plants. Proc 26th Symposium on the Chemistry of Natural Products, Kyoto, Japan 1983 26 181—188. Paganuzzi, V. Use of silver nitrate TLC in the analysis of olive oil triterpene alcohols. I. Oils obtained from various anatomical parts of the olives. Riv Ital Sostanze Grasse 1981 58(8) 285-393. 

Sonnenbichler, J., I. Sonnenbichler, and F. Scalera. 1998. Influence of the flavono-lignan silibinin of milk thistle on hepatocytes and kidney cells. In Lawsib, L. D. and R. Bauer (eds.) Phytomedicines of Europe, Chemistry and Biological Activity. American Chemical Society. Washington, D.C. p. 263-277. 

Lewis NG and Davin LB (1999) Lignans biosynthesis and function. Comprehensive Natural Products Chemistry, Vol 1. Elsevier, Amsterdam, pp 639-712. 

In 1933, Erdtman suggested [20] that the basic lignan structure involved the coupling of two phenylpropanoid monomer units. Isotope tracer experiments on lignans were later described [2,21,22]. Significant advances have however been made in the chemistry and biosynthesis of lignans by Lewis... 

Dewick PM (1989) Biosynthesis of lignans. In Atta-ur-Rahman (ed) Studies in natural product chemistry, vol 5 Structure elucidation (Part B). Elsevier, Amsterdam, p 459... 

Ayres, D.C. Loike, J.D. In Lignans. Chemical, Biological and Clinical Properties Chemistry and Pharmacology of Natural Products, Phillipson, J.D., Ayres, D.C., Baxter, H., Eds. Cambridge University Press Cambridge (UK), 1990. 

Rao CBS (ed) (1978) Chemistry of lignans Andhra University Press, Series No 149, Waltair, Visakhapatnam, India, 377pp... 

Haworth RD (1942) The Chemistry of the Lignan Group of Natural Products. J Chem Soc 448... 

Agnieszka Bodzioch was born in Kielce (Poland) she studied chemistry at the University of Lodz, where she obtained an M.Sc. in 2005 under direction of Professor G. Mlostoh. Since then, she has been employed at the Center of Molecular and Macromolecular Studies, Polish Academy of Sciences, working with Professor P. Balczewski on synthesis of polyheteroaromatics for thin-layer devices of molecular electronics and on total synthesis of novel anti-HCV lignans. 

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