Planta Med 2000; 66(4): 391-393
DOI: 10.1055/s-2000-8538
Letter
Georg Thieme Verlag Stuttgart · New York

Terpenoids and Flavonoids from Artemisia Species

Hai Qiu Tang1, 3 , Jun Hu2 , Li Yang4 , Ren Xiang Tan1,*
  • 1 State Key Laboratory of Pharmaceutical Biotechnology, School of Life Sciences, Nanjing University, Nanjing, People's Republic of China
  • 2 State Key Laboratory of Coordination Chemistry, Nanjing University, Nanjing, People's Republic of China
  • 3 State Key Laboratory for New Drug Research at Shanghai Institute of Materia Medica, Academia Sinica, Shanghai, People's Republic of China
  • 4 State Key Laboratory for Applied Organic Chemistry at Lanzhou University, Lanzhou, People's Republic of China
Further Information

Publication History

Publication Date:
31 December 2000 (online)

Abstract

A phytochemical reinvestigation of the aerial parts of Artemisia sieversiana gave a new guaianolide and two known flavones (chrysosplenetin and 5-hydroxy-3′,4′,6,7-tetramethoxyflavone). Antifungal fractions derived from the chloroform extract of A. annua afforded two cadinane derivatives (arteannuin B and artemisinin), oleanolic acid, β-sitosterol, stigmasterol, and the four flavones artemetin, bonanzin, eupalitin and chrysosplenetin. Their structures were elucidated by spectral methods. All isolates from the two species were tested in vitro for antifungal activity. Arteannuin B, a main sesquiterpenoid in A. annua, showed antifungal activity against one human (Candida albicans, MIC: 100 μg/ml) and four plant pathogenic fungi (Gaeumannomyces graminis var. tritici, Rhizoctonia cerealis, Gerlachia nivalis and Verticillium dahliae, MICs: 150, 100, 150 and 100 μg/ml, respectively) whereas others showed no antifungal activity. The MIC value of ketoconazole to C. albicans was 1.0 μg/ml, and those of triadimefon to G. graminis var. tritici and R. cerealis 150 and 100 μg/ml.

References

  • 1 Tan  R X,, Zheng  W F,, Tang  H Q.. Biologically active substances from the genus Artemisia. .  Planta Medica. 1998;;  64 295-302 and references therein
  • 2 Jiangsu College of New Medicine.. A comprehensive dictionary of the Traditional Chinese Medicine. 1977: 627-9
  • 3 Tan  R X,, Tang  H Q,, Hu  J,, Shuai  B.. Lignans and sesquiterpene lactones from Artemisia siversiana and Inula racemosa. .  Phytochemistry. 1998;;  49 157-61 and references therein
  • 4 Voirin  B.. UV spectral differentiation of 5-hydroxy- and 5-hydroxy-3-methoxyflavones with mono-(4′;), di-(3′,4′) or tri-(3′,4′,5′)-substituted B ring.  Phytochemistry. 1983;;  22 2107-45
  • 5 Martinez  V,, Barbera  O,, Sanchez-Parareda  J,, Marco  J A.. Phenolic acetylenic metabolites from Artemisia assoana. .  Phytochemistry. 1987;;  26 2619-24
  • 6 Ahamad  V U,, Khan  M A,, Baqai  F T,, Tareen  R B.. Santoflavone, a 5-deoxyflavonoid from Achillea santolina. .  Phytochemistry. 1995;;  38 1305-7
  • 7 Horie  T,, Tsukayama  M,, Kawamura  Y,, Yamamoto  S.. 3,5-Dihydroxy-7,8-dimethoxyflavones and revised structures for some natural flavones.  Phytochemistry. 1988;;  27 1491-5
  • 8 Liu  Y,, Mabry  T J.. Flavonoids from Artemisia frigida. .  Phytochemistry. 1981;;  20 1389-95
  • 9 Agrawal  P K,, Vishwakarma  R A,, Jain  D C,, Roy  R.. High field NMR spectroscopic studies of arteannuin B and a reappraisal of the structure of arteannuin C.  Phytochemistry. 1991;;  30 3469-71
  • 10 Liu  J M,, Ni  M Y,, Fan  J F,, Tu  Y Y,, Wu  Z H,, Wu  Y L, et al.. Structure and reaction of arteannuin.  Hua Hsueh Hsueh Pao. 1979;;  37 129-43
  • 11 Rahalison  L,, Hamburger  M,, Hostettmann  K,, Monod  M,, Frenk  E.. A bioautographic agar overlay method for the detection of antifungal compounds from higher plants.  Phytochemical Analysis. 1991;;  2 199-203
  • 12 Tan  R X,, Hu  Y H,, Liu  Z L,, Pan  X.. New kaurane diterpenoids from Aster tongolensis. .  J. Nat. Prod.. 1993;;  56 1917-22

Prof. Dr. R. X. Tan

School of Life Sciences Nanjing University

Nanjing 210093

People's Republic of China

Email: rxtan@netra.nju.edu.cn

Phone: +86 25 359 3201

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