Lignans from

Lignans From Taxus Species G. Topcu O. Demirkiran... 

Examples of inhibitors of chromatin function derived from flowering plants (Fig. 80) are etoposide (lignan) and alkaloids camptothecin, Vinca alkaloids, and 7 epitaxol. The rhizome of Podophyllum peltatum L. (May apple, Berberidaceae) has been used to remove warts and to relieve the bowels from costiveness since very early times. It contains podophyllo-toxin, a cytotoxic lignan from which etoposide (Vepesid ), which is used to treat lung cancer, lymphomas, and leukemias on account of its ability to inhibit the activity of... 

Chen IS, Chen JJ, Duh CY, Tsai IL. Cytotoxic lignans from formosan Hemandia nymphaeifolia. Phytochemistry 1997 45 991-996. 

Messiano GB, da Silva T, Nascimento IR et al (2009) Biosynthesis of antimalarial lignans from Holostylis reniformis. Phytochemistry 70 590-596... 

Li L, Ren H-Y, Yang X-D, Zhao J-F, Li G-P, Zhang H-B. (2004) Rubriflorin A and B, two novel partially saturated dibenzocyclooctene lignans from... 

The stereoselective introduction of both benzyl groups simultaneously in one step seemed to be particularly attractive for a short synthesis of a- hy-droxylated lactone lignans from malic acid (99). Such a simultaneous double alkylation requires the formation of a chiral l,3-diene-l,4-diolate, which was not known. On the other hand, achiral 1,3-diene-1,4-diolates (di-enolates) have been previously prepared by Garrett et al. [58] and subsequently employed for the synthesis of racemic lignans by Snieckus [59] and Pohmakotr [60]. With knowledge of the synthesis and reactivity of di-enolates, we planned to prepare chiral di-enolates from dioxolanones and to alkylate these di-enolates in a stereocontrolled manner (Scheme 22). For the development of the described double deprotonation/alkylation strategy, tert-hutyl... 

Smith, B. G., and P. V. Desmond. Acute hepatitis induced by ingestion of the herbal medication Chaparral. Aust N Z J Med 1993 23(5) 526. Gnabre, J. N., Y. Ito, Y. Ma, and R. C. Huang. Isolation of anti-HIV-1 lignans from Larrea tridentata by counter-current chromatography. J Chromatogr A... 

Griboldi, P., G. Jommi, and L. Verotta. Secoiridoids from Olea europaea. Phytochemistry 1986 25(4) 865-869. Tsukamoto, H., S. Hisada, and S. Nishibe. Lignans from bark of the Olea plants. 11. Chem Pharm Bull 1985 33(3) 1232-1241. 

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. 

Baderschneider, B. and Winterhalter, P., Isolation and characterization of novel benzoates, cinna-mates, flavonoids, and lignans from riesling wine and screening for antioxidant activity. J. Agric. Food Chem. 49, 2788, 2001. 

Chang, W.-L. et al., Immunosuppresive flavones and lignans from Bupleurum scorzonerifolium, Phytochemistry, 64, 1375, 2003. 

Abdel-Kader MS, Wisse J, Evans R, van der Werff H, Kingston DGI. Bioactive Iridoids and a New Lignan from Allamanda cathartica and Himatanthus fallax from the Suriname Rainforest. Journal of Natural Products 1997 60(12) 1294-1297. 

Figure 9. Structures of lignans from Cerbera manghas...

Tian, K., Qi, S., Cheng, Y., Chen, X., and Hu, Z., Separation and determination of lignans from seeds of Schisandra species by micellar electrokinetic capillary chromatography using ionic liquid as modifier, /. Chromatogr. A, 1078, 181-187, 2005. 

Ichihara, A., K. Oda, Y. Numata, and S. Sakamura. 1976. Lappaol A and B, novel lignans from Arctium lappa L. Tetrahedron Lett. 44 3961-3964. 

Abdel-Kader, M.S., Wisse, J.H., Evans, R., van der Werff, H., and Kingston, D.G.I., Bioactive iridoids and a new lignan from Allamanda cathartica and Himatanthus fallax from the Suriname rain forest, /. Nat. Prod., 60, 1294,1997. 

Ward, W.E., Yuan, Y.V., Cheung, A.M., and Thompson, L.U. 2001b. Exposure to purified lignan from flaxseed (Linum usitatissimum) alters bone development in female rats. Br. J. Nutr. 86, 499-505. 

Isolation and Structural Elucidation of Lignans from Taxus Species. 123... 

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