New Diterpenoids from the Aerial Parts of Salvia pilifera

Three new diterpenoids, piliferol (2a, 20-dihydroxy-12-oxo- abieta-9(11),13-dien-8,20-ether) (1), salvipiliferol (2a, 10b -dihydroxy-12-oxo-norabieta-9(11),13-dien) (2), and piliferalactone (2a ,8-dihydroxy-12-oxo-abieta-9(11),13-dien-20-oic acid-8,20-lactone) (3), together with 7 known compounds, ursolic acid, oleanolic acid, betulinic acid, a -amyrin, lupeol, b -sitosterol, and pectolinarigenin, have been isolated from the aerial parts of an endemic Salvia species, S. pilifera. Their structures were elucidated by spectral (UV, IR, 1D-, and 2D-NMR, and HRMS) methods.

New Diterpenoids from the Aerial Parts of Salvia pilifera

Three new diterpenoids, piliferol (2a, 20-dihydroxy-12-oxo- abieta-9(11),13-dien-8,20-ether) (1), salvipiliferol (2a, 10b -dihydroxy-12-oxo-norabieta-9(11),13-dien) (2), and piliferalactone (2a ,8-dihydroxy-12-oxo-abieta-9(11),13-dien-20-oic acid-8,20-lactone) (3), together with 7 known compounds, ursolic acid, oleanolic acid, betulinic acid, a -amyrin, lupeol, b -sitosterol, and pectolinarigenin, have been isolated from the aerial parts of an endemic Salvia species, S. pilifera. Their structures were elucidated by spectral (UV, IR, 1D-, and 2D-NMR, and HRMS) methods.

___

  • H.M. Chang andP.P.H. But, “Pharmacology and Applications of Chinese Materia Medica”, Vol. 1, pp. 255-268, WorldScientiŞc Publication Co., Singapore, 1986.
  • J.F. Morton, “Atlas of Medicinal Plants of Middle America: Bahamas to Yucatan”, pp. 780-784, C.C. Thomas Pub. Ltd., SpringŞeld, Illinois, 1981.
  • I.C. Hedge, “Salvia ” in Flora of Turkey and the East Aegean Islands, Vol. 7, ed. P.H. Davis, pp. 400-461, University Press, Edinburgh, 1982.
  • A. Ulubelen, S. ¨Ozt¨urk andS. I¸sıldatıcı, J. Pharm. Sci. 57, 1037-39 (1968).
  • U. Kolak, S¸. Arı, S. Hasan¸cebi, H. Birman andA. Ulubelen, Planta Medica 67, 761-3 (2001).
  • G. Top¸cu, Z. T¨urkmen, A. Ulubelen, J.K. Schilling andD.G.I. Kingston, J. Nat. Prod. 67, 118-21 (2004).
  • B. Demirci, K.H.C. Ba¸ser, B.Yıldız and Z. Bah¸cecio˘glu, Flavour and Fragrance Journal 18, 116-21 (2003).
  • Y.Z. Kocabas andS. Karaman, Pak. J. Bio. Sci. 4, 1221-3 (2001).
  • S. Yasar, O. Sagdic and A.N. Kisioglu, J. Food, Agriculture and Environment 3, 39-43 (2005).
  • M. Ogura, G.A. Cordell and N.R. Farnsworth, Lloydia 40, 157-68 (1977).
  • A. Ikuta andH. Itokawa, Phytochemistry 27, 2813-5 (1988).
  • U. Kolak, G. Top¸cu, S. Birteks¨oz, G. ¨Ot¨uk andA. Ulubelen, Turk. J. C hem. 29, 177-86 (2005).
  • B. Garcia, J.A. Marco, E. Seoane andA. Tortajada, J. Nat. Prod. 44, 111-3 (1981).
  • M.D. DellaGreca, P. Monaco andL. Previtera, J. Nat. Prod. 53,1430-5 (1990).
  • R. Mues, B.N. Timmermann, N. Ohno andT.J. Mabry, Phytochemistry 18, 1379-83 (1979).
  • M.C. Chamy, M. Piovano, J.A. Garbarino andA. Chaparro, Phytochemistry 40, 1209-12 (1995).
  • B. Esquivel, M. Flores, S. Hernandez-Ortega, R.A. Toscano and T.P. Ramamoorthy, Phytochemistry 39, 43 (1995).
  • A. Ulubelen, G. Top¸cu, S. Chen, P. Cai andJ.K. Snyder, J. Org. Chem. 56, 7354-6 (1991).
  • A. Ulubelen andG. Top¸cu, “Chemical and Biological Investigations of Salvia Species Growing in Turkey” in Studies in Natural Products Chemistry, Vol. 20, Structure and Chemistry (Part F), ed. Atta-ur- Rahman, pp. 659-718, Elsevier, Amsterdam, 1998.
Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: Yılda 6 Sayı
  • Yayıncı: TÜBİTAK
Sayıdaki Diğer Makaleler

A New Approach to Furan-Containing Macrolactones

Christoph Q. SCHMIDT, Ruth MESSMER, Franz BRACHER, Jürgen KRAUSS

An Electrochemical DNA Biosensor for the Detection of DNA Damage Caused by Radioactive Iodine and Technetium

Pınar KARA, Kağan DAĞDEVİREN, Mehmet ÖZSÖZ

Synthesis of Some New 1-Acylthiosemicarbazides and 1,2,4-Triazol-5-Thiones, and Their Analgesic and Anti-Inflammatory Activities

Yasemin DÜNDAR, Bilge ÇAKIR, Esra KÜPELİ

Synthesis, Characterization, and Biocidal Studies of the Newly Synthesized Di- and Triorganotin(IV) Complexes with n-Butylhydrogen Phthalate

Saqib ALI, Saira SHAHZADI

New Diterpenoids from the Aerial Parts of Salvia pilifera

Ufuk KOLAK

Preparation and Properties of Triethoxyvinylsilane-Modified Styrene - Butyl Acrylate Emulsion Copolymers

Hamid Javaherian NAGHASH, Akram KARIMZADEH, Ahmad Reza MOMENI, Ahmad Reza MASSAH, Hamid ALIAN

Mono-, Di- and Trinuclear Copper(II) Complexes of a Schiff Base Ligand, 2-{(E)-[(6-{[(1E)-(2-hydroxyphenyl)methylene]amino}pyridin-2-yl)imino]-methyl}phenol

Nevin KARABÖCEK, Serdar KARABÖCEK and Fatma KORMALI

Synthesis, Spectroscopic Investigation, Crystal Structure, and Biological Screening, Including Antitumor Activity, of Organotin(IV) Derivatives of Piperonylic Acid

Muhammad HANIF, Mukhtiar HUSSAIN, Saqib ALI, Moazzam H. BHATTI

Synthesis and Antimicrobial Activities of Some New 1,2,4-Triazole Derivatives

Nurhan GÜMRÜKÇÜOĞLU, Mevlut SERDAR, Elif ÇELİK

Mono-, di- and trinuclear copper (II) complexes of a schiff base ligand, 2-{ (E)-[6-{ [(1E)-(2- hydroxyphenyl) methylene] amino} pyridin-2-yl) imino]-methyl} phenol

Nevin KARABÖCEK, Serdar KARABÖCEK, Fatma KORMALI