Halophilols A and B, Two New Stilbenes from Iris halophila

Abstract

A new monomeric stilbene, halophilol A (1), and a new tetrastilbene, halophilol B (2), along with three known oligostilbenes were isolated from the seeds of Iris halophila. Their structures were established on the basis of the spectral data. The oligostilbene skeleton is encountered for the first time in the Iridaceae family. Bioactivity tests showed that 1 had moderate cytotoxicity against KB and HMEC cell lines (IC₅₀ = 17.28 μM, 22.47 μM respectively), while 2 was inactive.[*]

• 1 Jiang M, Cai L, Udeani G, Slowing K V, Thomas C F, Beecher C WW, Fong H HS, Farnsworth N R, Kinghorn A D, Mehta R G, Moon R C, Pezzuto J M. Cancer chemopreventive activity of resveratrol, a natural product derived from grapes.  Science. 1997;  275 218-20
• 2 Kitanaka S, Ikezawa T, Yasukanwa K, Yamanouchi S, Takido M, Sung H K, Kim I H. (+)-α-Viniferin, an anti-inflammatory compound from Caragana chamlagu root.  Chemical & Pharmaceutical Bulletin. 1990;  38 432-5
• 3 Jayatilake G, Jayasuriya H, Lee E -S, Koonchanok N M, Geahlen R L, Ashendei C L, Mclaughlin J L, Chang C J. Kinase inhibitors from Polygonum cuspidatum .  Journal of Natural Products. 1993;  56 1805-10
• 4 Ito J, Niwa M. Absolute structure of new hydroxystilbenoids, vitisin C and viniferal, from Vitis vinifera .  Tetrahedron. 1996;  52 9991-8
• 5 Korhammer S, Reniero F, Mattivi F. An oligostilbene from Vitis roots.  Phytochemistry. 1995;  38 1501-4
• 6 Breuil A G, Adrian M, Pirio N, Meunier P, Bessis R, Jeandet P. Metabolism of stilbene phytoalexins by Botrytis cinerea .  Tetrahedron Letters. 1998;  39 537-40
• 7 Robert H C, Samir A.K; Mark T H. Dimerization of resveratrol by the grapevine pathogen Botrytis cinerea .  Journal of Natural Products. 2000;  63 29-33
• 8 Lee S -H, Shin N H, Kang S H, Park J S, Chung S R. α-Viniferin, a prostaglandin H₂ synthase inhibitor from root of Carex humilis .  Planta Medica. 1998;  64 204-7
• 9 Yan K -X, Terashima K, Takaya Y, Niwa M. A novel oligostilbene named (+)-viniferol from the stem of Vitis vinifera .  Tetrahedron. 2001;  57 2711-5
• 10 Ito T, Tanaka T, Nakaya K, Iinuma M, Takahashi Y, Naganawa H, Ohyama M, Nakanishi Y, Bastow K F, Lee K -H. A new resveratrol octamer, vateriaphenol A, in Vateria indica .  Tetrahedron Letters. 2001;  42 5909-12
• 11 Xiao D, Tan W F, Li M H, Ding J. Antiangiogenic potential of 10-hydroxycamptothecin.  Life Science. 2001;  69 619-28