• Title/Summary/Keyword: Diterpenoids

Search Result 45, Processing Time 0.031 seconds

Diterpenoids (천연 diterpenoids에 대하여)

  • 한구동
    • YAKHAK HOEJI
    • /
    • v.17 no.4
    • /
    • pp.179-216
    • /
    • 1973
  • Diterpenoid늬 연구현황은 본인의 회갑기념논문집에 기재한바 있으나 그후 수년이 경과하여 많은 논문이 발표되어 있으므로 입수된 문헌범위내에서 이를 보충하여 천연 diterpene의 분포, 생합성, 생물학적 중요성 및 이용에 관한 연구등에 대하여 이하 기술코저 한다.

  • PDF

Anti-tumor Constituents from Isodon xerophilus

  • Hou, Aijun;Lin, Zhongwen;Sun, Handong
    • Proceedings of the Korean Society of Applied Pharmacology
    • /
    • 1998.11a
    • /
    • pp.159-160
    • /
    • 1998
  • Results of chemistry and biological activity of many years indicate that plants belonging to the Isodon genus are rich in ent-kaurane diterpenoids, which have been revealed to possess biological activities such as antitumor, antibacterial and antiinflammatory effects. In continuation of our research on diterpenoids in medicinal plants of this genus, the acetone extract from the leaves of I. xerophilus, which is a plant native to Yunnan province of China, showed potent antitumor activity against K562. After partition, the most active EtOAc part was studied. Four new diterpenoids named xerophilusin A(l), B(2), C(3), D(4), and eight known compounds including macrocalin B(5) and rabdorosthomin A(6) were isolated, whose structures were elucidated through a series of one- and two-dimensional NMR techniques(DEPT, COSY, HMQC, HMBC and ROESY experiments). Among them, compound 1, 2 and 5 had two unique epoxy units formed by two ether bridges from C-20 to C-7, C-14. Up to now, there are four compounds having such an peculiar structure besides these three compounds. Compound 3 and 4 were two of the few examples possessing $1{\beta}$ substitutes. All the diterpenoid compounds were subjected to the antitumor screening. It is interesting that only xerophilusin A(l), B(2) and macrocalin(5) exhibited significant antitumor activity against K562 by the method of MTT($IC_{50}$ were listed in Table 1.). The results inspired us to infer that the unique ether bridges from C-20 to C-7, C-14 possibly played an important role in the antitumor activity.

  • PDF

Inhibition of $Na^+,\;K^+$$-ATPase, cyclicAMP Phonsphodiesterase and Platelet Activation by Secondary Metabolites from Marine Organisms (혈소판 및 $Na^+,\;K^+$$-ATPase, cyclicAMP 포스포디에스테라제에 대한 해양천연물질의 작용)

  • Park, Young-Hyun;Chang, Sung-Keun;Kim, In-Kyu;Seo, Young-Wan;Shin, Jong-Heon
    • YAKHAK HOEJI
    • /
    • v.41 no.3
    • /
    • pp.345-351
    • /
    • 1997
  • The purpose of this investigation was to determine the inhibition of $Na^+,\;K^+$-ATPase, cyclicAMP phophodiesterase and platelet activation by secondary metabolites isolated from mar ine organisms. The secondary metabolites were isolated and identified as six diterpenoids(1 : astrogorgin, 2 : ophirin, 3 : calicophirin B, 4, 5 and 6 : cladiellin) from the dichloromethane extract of Muricellajsp., four ceramides(1,2,3, and 4) from Acabaria undulata and three antharaquinones(1,2 : crysophanol, and 3 : physcion) from Urechis unicintus. The results demonstrated that diterpenoids(2,3, and 4) showed the inhibition of cyclicAMP phosphodiesterase, and ceramides(1,3, and 4) showed the inhibition of cyclicAMP phosphodiesterase and thrombin(0.1 units/ml)-induced aggregation of washed rabbit platelet, and anthrapuinones((1,2, and 3) showed the inhibition of $Na^+,\;K^+$-ATPase. Among the anthraquionones, 1,2-dimethoxy-3-methyl-8-hydroxy-anthraquinone(1) showed the inhibition of collagen(1.0 ${\mu}g$/ml)-induced aggregation in a concenration-dependent manner with IC50 value of 42.8 ${\mu}g$M.

  • PDF

ent-Kaurane- and ent-Pimarane-Type Diterpenoids from Siegesbeckia pubescens and Their Cytotoxicity in Caki Cells

  • Lee Sanghyun;Noh Eun Jung;Kim Jung Sook;Son Eun Mi;Pan Xu;Kim Yeong Shik;Kim Bak-Kwang;Lee Burm-Jong
    • KOREAN JOURNAL OF CROP SCIENCE
    • /
    • v.50 no.2
    • /
    • pp.147-150
    • /
    • 2005
  • ent-Kaurane- and ent-pimarane-type diterpenoids were isolated from the methanol extract of Siegesbeckia pubescens by column chromatography. Their structures were elucidated as ent-16$\alpha$H,17-hydroxy-kau­ran-19-oic acid (1), ent-4,17-dihydroxy-16$\alpha$-methyl-kau­ran-19-oic acid (2), ent-16$\beta$,17-dihydroxy-kauran-19-oic acid (3), kirenol (4) and ent-16$\beta$,17,18-trihydroxy-kauran­19-oic acid (5) by spectral analysis. The cytotoxicity of these compounds in Caki cells was assayed by a cell counting kit. Only one group treated with kirenol (4), an entpimarane-type diterpenoid, showed the inhibition of the cell growth in Caki cells.

Inhibitory Effect of Kaurane Type Diterpenoids from Acanthopanax koreanum on TNF-$\alpha$ Secretion from Trypsin-Stimulated HMC-1 Cells

  • Cai, Xing-Fu;Shen, Guanghai;Dat, Nguyen-Tien;Kang, Ok-Hwa;Lee, Young-Mi;Lee, Jung-Joon;Kim, Young-Ho
    • Archives of Pharmacal Research
    • /
    • v.26 no.9
    • /
    • pp.731-734
    • /
    • 2003
  • Five known kaurane type diterpenoids, 16$\alpha$H, 17-isovaleryloxy-ent-kauran-19-oic acid (1), 16$\alpha$-hydroxy-17-isovaleryloxy-ent-kauran-19-oic acid (2), paniculoside-IV (3), 16$\alpha$-hydroxy-ent-kauran-19-oic acid (4), and ent-kaur-16-en-19-oic acid (5) were isolated from the root of Acanthopanax koreanum by repeated column chromatography and reversed phase preparative HPLC. The structures of these compounds were established from physicochemical and spectral data. Among the isolated compounds 16$\alpha$H, 17-isovaleryloxy-ent-kauran-19-oic acid (1) showed potent inhibitory activity ($IC_50$ value, 16.2 $\mu$ M) on TNF-$\alpha$ secretion from HMC-1, a trypsin-stimulated human leukemic mast cell line.

Chlorosmaridione; A Novel Chlorinated Diterpene Quinone Methide from Rosemarinus officinalis L.

  • El-Lakany, Abdalla M.
    • Natural Product Sciences
    • /
    • v.10 no.2
    • /
    • pp.59-62
    • /
    • 2004
  • A novel chlorinated diterpene quinone methide; chlorosmaridione (7-chloro-11-hydroxy-abeita-7,9(11),13-triene-6,12-diode) was isolated from petroleum ether extract of the stems of Rosemarinus officinalis L. growing in Egypt. In addition, ${\beta}-sitosterol$, stigmasterol, lupeol acetate, ${\alpha}-amyrin,\;{\beta}-amyrin$, lupeol, acetyloleanolic acid, acetylursolic acid taxodione, horminone, and cryptotanshinone were also identified. Chemical structures of the isolated compounds have been elucidated on the bases of physical, chemical, and spectral data including IR, UV, MS, 1D-and 2D-NMR spectra.