• 제목/요약/키워드: natural lactone

검색결과 63건 처리시간 0.026초

Structure Activity Relationships of PAF Receptor Binding Antagonists from Natural Products

  • B.H. Han;H.O. Yang;Kim, Y.C.;Y.H. Kang;H.J. Go;D.Y. Suh
    • 한국응용약물학회:학술대회논문집
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    • 한국응용약물학회 1995년도 춘계학술대회
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    • pp.60-60
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    • 1995
  • 새로운 혈소판 활성화인자 (PAF) 수용체 결합 저해활성 유효성분인 pinusolide ($IC_{50}$/=2.5$\times$$10^{-7}$M)와 arctigenin($IC_{50}$/=5.2$\times$$10^{-6}$M)을 측백엽(Biota orientalis)과 우방자(Arctium lappa)로부터 분리하여 이미 보고한 바 있다. PAF 수용체에 대한 구조활성 상관관계를 규명하고자 또한 용해도가 우수한 강력한 PAF 길항제를 개발하고자 이 길항제들의 유도체들을 다양한 유기화학반응을 이용하여 합성하였고 in vitro PAF receptor binding assay로 그 활성의 강도를 비교 검토하였다. 그 결과, lactone ring 부분은 unsaturated lactone이 saturated lactone보다 활성이 강하였고 ring이 개열되면 활성이 현저히 감소하였다. pinusolide 경우 exocylclic double bond 부분은 sp$^2$구조의 hydrophobic한 유도체가 활성이 강하였으며, methyl ester 부분은 hydrophobic한 유도체가 활성이 강하였다. Arctigenin의 경우 aromatic unit가 hydrophobic할수록 활성이 강하였다.

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Sapogenins from albizzia julibrissin

  • Kang, Sam-Sik;Woo, Won-Sick
    • Archives of Pharmacal Research
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    • 제6권1호
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    • pp.25-28
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    • 1983
  • From the stem bark of Albizzia julibrissin (Leguminosae) two known sapogenins, acacigenin B, and machaerinic acid lactone, were isolated and identified by chemical and spectral data. It is the second time that the former was isolate dform the plant sources.

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Isolation of a new sapogenin from alibizzia julibrissin

  • You, Yong-Hyo;Woo, Won-Sick;Park, Jae-Sue;Kang, Sam-Sik
    • Archives of Pharmacal Research
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    • 제5권2호
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    • pp.33-38
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    • 1982
  • From the hydrosate of the strong uterotonic active saponin of Albizzia julibrissin a new sapogenin, mechaerinic acid mmethylester together with acacic acid lactone was isolated and characterized.

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불포화 지방산 함유 식물유를 이용한 천연 6-Dodecen-4-oilde (Butter Lactone) 생산을 위한 2-Stage Microbial Biotransformation (Two-Stage Microbial Biotransformation for the Production of 6-Dodecen-4-olide (Butter Lactone) from Plant Oils Containing Unsaturated Fatty Acids)

  • 권순향;김경주;김용휘
    • 미생물학회지
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    • 제43권2호
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    • pp.130-136
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    • 2007
  • 2-단계 미생물 생물전환법을 이용하여 불포화 지방산을 다량 함유하고 있는 식물유로부터 천연 6-dodecen-4-oilde (butter lactone)을 생산하였다. Microbial lipase를 이용하여 식물유에 함유된 불포화 지방산을 분리한 후, Pseudomonas sp. NRRL B-2994의 hydroxylation 기작을 이용하여 광활성의 hydroxyl fatty acid (HFA)로 전환시켰다. Pseudomonas sp.는 불포화지방산linoleic acid를>75% 함유한 홍화유를 48시간의 생물전환공정 과정을 통해 8 g/L의 10-hydroxy-12(z)-octadecenoic acid를 생성하였으며 평균 39.2% 생물전환률을 보였다. 원심 분리된 10-hydroxy-12(z)-octadecenoic acid는 2차적으로 Yarrowia llipolytica ATCC34088의 제한적인 ${\beta}-oxidation$ 기작을 이용하여 4-hydroxy-6-dodecenoic acid로 전환되었다. 배양액 내 존재하는 4-hydroxy-6-dodecenoic acid는 $4N\;H_{2}SO_{4}$를 첨가하여 배양액을 pH 4.0로 낮추고 $100^{\circ}C$에서 5분 동안 가열하여 6-dodecen-4-oilde (butter lactone)으로 lactone화하였다. 천연 6-dodecen-4-oilde는 불포화 lactone으로 기존에 사용된 6-dodecan-4-oilde (dodecalactone) 및 4-decan-4-olide 비교하여 독특한 향 특성을 지니고 있다.

Microbial Metabolism of Yangonin, a Styryl Lactone from Piper methysticum (Kava)

  • Kim, Ji-Hye;Kim, Hyun-Jung;Lee, Ik-Soo
    • Natural Product Sciences
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    • 제16권3호
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    • pp.148-152
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    • 2010
  • Microbial metabolism studies of yangonin (1), a major styryl lactone from Piper methysticum, have resulted in the production of three hydroxylated metabolites (2-4). The chemical structures of these compounds were elucidated to be 4-methoxy-6-(12-hydroxystyryl)-2-pyrone (2),4-methoxy-6-(11,12-dihydroxystyryl)-2-pyrone (3),and 4,12-dimethoxy-6-(7,8-dihydroxy-7,8-dihydrostyryl)-2-pyrone (4) on the basis of the chemical and spectroscopic analyses. The compounds 3 and 4 are reported herein as microbial metabolites of yangonin for the first time.

Cytotoxic Terpenes and Lignans from the Roots of Ainsliaea acerifolia

  • Choi Sang-Zin;Yang Min-Cheol;Choi Sang-Un;Lee Kang-Ro
    • Archives of Pharmacal Research
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    • 제29권3호
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    • pp.203-208
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    • 2006
  • The chromatographic separation of the MeOH extract of the roots of Ainsliaea acerifolia (Compositae) led to the isolation of six known terpenes and two known lignans. Their structures were identified by spectroscopic methods as mokko lactone (1), betulonic acid (2), betulinic acid (3), zaluzanin C (4), $1{\beta}-hydroperoxygermacra-4(15)$, 5, 10(14)-triene (5), pluviatilol (6), (+)-syringaresinol (7), and glucozaluzanin C (8). Compounds $1{\sim}4$ and 8 showed non-specific significant cytotoxicity against five human tumor cell lines with $ED_{50}$ values ranging from $0.36{\sim}5.54{\mu}g/mL$.

Isolation and Biological Activity of Sesquiterpene Lactone

  • Kim Myung-Ju;Oh Hyun-Ju;Baek Seung-Hwa
    • 동의생리병리학회지
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    • 제19권5호
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    • pp.1375-1378
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    • 2005
  • Sequiterpene lactone (1) has determined by spectroscopic analysis. This compound (1) inhibited the growth of the dermatophytic fungus Trichophyton mentagrophytes (ATCC 28185, 2 mm zone at $15{\mu}g/disk$), cytotoxic to murine leukaemia cell lines ATCC CCL 46 P388Dl, ($IC_{50}$ 1,125 ng/mL at $7.5{\mu}g/disk$) and BSC monkey kidney cell lines (100% of well at $15{\mu}g/disk$).

Dehydrocostus Lactone Suppresses the Expression of iNOS Induced by TLR Agonists

  • Kim, Su Yeon;Heo, Sunghye;Kim, Seung Han;Kwon, Minji;Park, Sin-Aye;Youn, Hyung-Sun
    • 대한의생명과학회지
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    • 제25권3호
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    • pp.267-274
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    • 2019
  • Toll-like receptors (TLRs) are one of the families of pattern recognition receptors (PRR) to recognize pathogen-associated molecular patterns (PAMPs). PAMPs stimulate TLRs to initiate specific immunoactivity. The activation of TLRs signaling leads to the expression of pro-inflammatory gene products such as cytokines and inducible nitric oxide synthase (iNOS). To evaluate the therapeutic potential of dehydrocostus lactone (DHL), which is a natural sesquiterpene lactone derived from various medicinal plants, iNOS expression induced by LPS (TLR4 agonist), MALP-2 (TLR2 and TLR6 agonist), or Poly[I:C] (TLR3 agonist) were examined. DHL suppressed the iNOS expression induced by LPS, MALP-2, or Poly[I:C]. DHL also inhibited nitrite production induced by LPS, MALP-2, or Poly[I:C]. These results suggest that DHL can modulate TLRs signaling pathways resulting in anti-inflammatory effect.