• Proceedings of the Korean Society of Applied Pharmacology
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• 2000.04a
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• pp.10-14
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• 2000

The cycloooxygenase enzymes catalyze the oxidative conversion of arachidonic acid into prostag1andin H$_2$Which mediates both benificial and pathological effects. The COX-1 is constitutively expressed in most tissues and in blood platelets wherease the expression of COX-2 isoform is induced in response to inflmmatory stimuli such as cyctokynes. Thus the identification of a novel COX-2 selective inhibitor should offer excellent antiinflammatory activity with minimal side effects such as gastrointestinal toxicity. Recently, a group of structurally unique and biologically active pimarane diterpenoids has been isolated from indigenous Korean medicinal plants. These new diterpenoids turned out to be potential analgesic and antiinflammatory agent due to their potent inhibitory activities of prostaglandin synthesis. We have also found that the inhibition of PGE$_2$synthesis is attributed to the potent COX inhibition by pimarane diterpenoid in arachidonic acid cascade. In conjunction with development of new analgesic and nonsteroidal antiinflammatory agent, a series of works on these diterpenoids have been extensively carried out in our laboratories. These efforts involve the structure-activity relationship of pimaradienoic acid, molecular modelings and COX inibitory activities as well as actiinflammatory effects of its structural analogues. In addition, the total syntheses of the new natural pimarane diterpenoids, their stereoisomers and other structural variants were intensively investigated.

• YAKHAK HOEJI
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• v.33 no.4
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• pp.226-228
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• 1989

In connection with the synthesis of the biologically active pimarane diterpenoids, some synthetic routes to the quaternary carbon unit were examined. Especially, Claisen rearrangement of allyl acetates prepared from acetol provided ${\gamma}-hydroxy$ acid containing vinyl substituent as the desired unit.

• Archives of Pharmacal Research
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• v.27 no.5
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• pp.467-470
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• 2004

Comparative molecular field analysis and comparative molecular similarity indices analysis were performed on twenty five analogues of pimarane COX-2 inhibitor to optimize their cyclooxygenase-2 (COX-2) selective anti-inflammatory activities.

• KOREAN JOURNAL OF CROP SCIENCE
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• v.50 no.2
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• pp.147-150
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• 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.

• Korean Journal of Pharmacognosy
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• v.43 no.4
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• pp.286-290
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• 2012

Many diterpenoids from Siegesbeckia species (Compositae) and their anti-inflammatory actions have been examined. In this research, high-performance liquid chromatography-ultraviolet spectrophotometer (HPLC-UV) method was used to compare the quantitative level of kirenol (ent-pimarane-type diterpenoid) in the aerial parts of Korean S. glabrescens and S. pubescens and the Chinese Siegesbeckiae Herba. Fingerprints of the two HPLC chromatograms of Korean S. glabrescens and S. pubescens were similar, but considerably different from Chinese Siegesbeckiae Herba. The content of kirenol in S. pubescens ($16.51{\pm}0.10$ mg/ml dry weight as mean${\pm}$RSD) was higher than S. glabrescens ($13.48{\pm}0.12$ mg/g dry weight). These values were considerably higher than the Chinese Siegesbeckiae Herba ($1.55{\pm}0.74$ mg/g dry weight). Thin layer chromatography (TLC) analysis demonstrated the containing of kirenol in the three plant materials, but the presence of siegeskaurolic acid (entkaurane-type diterpenoid) only in the Chinese Siegesbeckiae Herba.

• Korean Journal of Heritage: History & Science
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• v.54 no.4
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• pp.78-89
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• 2021

Organic residues analysis is an analysis method that reveals the types of organic material samples by using the characteristic that main components constituting substances are different depending on the species of animals and plants. In this study, scientific analysis of the organic residues attached to wood coffins in the Joseon Dynasty Hoemyo excavated from the site of Singok-dong, Uijeongbu was used to identify the types of remnants and to use them as information to restore the uses of organic materials and the way they lived in the past. As a result of FT-IR analysis of the residue attached to the inside of the wood, it was estimated to be a natural plant resin material. In addition, as a result of analysis by GC-MS to confirm the characteristic factors of natural resins, diterpenoids (abietane) and pimaran (pimarane), such as dehydroabietic acid and pimaric acid (diterpenoid) compounds, and saturated and unsaturated fatty acid components were detected together. Diterpenoid compounds are components mainly found in Pinaceae resins. It is confirmed in the literature that rosin, a representative material of Pinaceae resin, was used as an adhesive material. Considering the situation where an organic material remained at the joint of the wood, the organic material attached to the wood is judged to be an adhesive material made of Pinaceae resin. In addition, the fatty acid component detected together is a component derived from plant oil, and it is presumed to be made by mixing rosin and oil as recorded in previous studies. This study confirms that organic residues remain in the burial environment without losing their characteristics. It is expected that scientific analysis of organic residues will be conducted in the future to accumulate information necessary for the interpretation of past living culture.