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아시아티코사이드로부터 메칠 2β, 3β-에폭시-23-히드록시우르스-12-엔-28-오애이트의 합성 및 이의 환원적 에폭시환 개열반응
주상섭,임두연,서성기,남태규,박형근,김희두,김창민,이민희,백형근,이민정,정영훈 성균관대학교 약학연구소 1998 成均藥硏論文集 Vol.10 No.1
Steroidal 2β, 3β-epoxy compound was prepared from asiaticoside via six steps and reduced regioselectively with lithium aluminum hydride. Epoxide ring opening furnished 9 as a sole product at reflux condition through axial hydride attack at C-3.
맥엽 및 항산화 조성물의 생리 기능적 특성에 관한 연구 : 아질산염 소거능을 중심으로 Study on the Nitrite Scavenging Effect
이성희,홍이진,박형근,주상섭,김경탁 한국응용생명화학회 2003 Applied Biological Chemistry (Appl Biol Chem) Vol.46 No.4
맥엽과 이를 이용한 항산화 조성물을 제조하여 이에 존재하는 nitrite scavenging 효과와 이에 따른 발암원으로 부터의 보호 효과를 조사한 결과는 다음과 같다. 맥엽과 항산화 조성물 모두 수층에 비하여 메탄올층에서 아질산염 소거능이 2배 이상 높게 나타나 M-BL50의 0.01㎎/㎖ 농도에서 약 64.3%, M-AM 0.01㎎/㎖의 처리군이 이보다 약간 높은 68.3% 정도로 나타내었다. 마우스 단핵구 기원인 RAW 264.7(macrophage, mouse)에 맥엽과 항산화 조성물의 수층과 메탄올층을 처리하고 세포 생존율을 측정한 결과 수층 처리군에 비해 메탄올층 처리군에서 모두 세포 생존율이 더 낮게 측정되었으며 모든 시료에서 농도의존적으로 세포 증식이 억제되었다. 특히, M-AM을 처리한 군의 경우 모든 농도에서 가장 낮은 세포 생존율을 나타내어 항산화물 첨가에 의해 세포 증식 억제 효과가 상승됨을 알 수 있었으며, IC_(50) 수치 또한 메탄올층과 A-AM 시료 처리군에서 현저히 낮은 수치를 나타내었다. 또한 세포 내 아질산염 소거능을 측정한 결과 역시 마찬가지로 맥엽 입자 크기에 따른 차이는 나타나지 않았으며 수층 처리군에 비해 메탄올층 처리군과 항산화물을 첨가한 군에서 모두 높은 소거능을 나타내어 맥엽 및 기타 항산화물을 섭취함으로써 체내에서의 니트로사민 생성을 억제시킬 수 있을 것으로 예상된다. This study was conducted to estimate the biofunctional characteristics, namely nitrite scavenging effect of barley leaves (BL) and their mixture (AM) with other antioxidants. Aqueous or methanol extracts were obtained from BL and AM. Aqueous and methanol extracts from barley leaves had relatively higher nitrite scavenging effects and its activities and contents increased in a concentration-dependent manner. The activities and contents of methanol extracts obtained from BL and AM were higher than those of aqueous extracts. Especially, AM containing BL and other antioxidant mixture had the highest activities and contents increased in a concentration-dependent manner. BL or AM were added to macrophage cells of RAW 264.7 Survival rates of the cells treated with BL and AM were measured to be different. IC_(50) value decreased in a concentration-dependent manner by the addition of aqueous or methanol extracts from BL and AM. Especially, methanol extracts of AM had the highest nitrite scavenging effects. Thus, BL and AM may have protective effect against carcinogen and immune ability against reactive molecules through NO (nitric oxide) signal pathway. From the above results, barley leaves appear to contain natural anticancer and immune-related agents and may have potentiality to be used as functional food ingredients.
Jew, Sang-Sup,Lim, Dooyeon,Seo, Sung Ki,Nam, Tae Gyu,Park, Hyeung geun,Kim, Hee-Doo,Kim, Chang Min,Lee, Min Hee,Paik, Hyeung Geun,Lee, Min Jung,Jung, Young Hoon 성균관대학교 약학연구소 1998 成均藥硏論文集 Vol.10 No.1
Asiaticoside 1 has been used for wound healing treatment for a long time (Lawrence et al., 1967;Anne et al, 1968). As part of our program toward the development of new wound healing agents, we modified asiatic acid 2, the aglycone of 1 which can be easily prepared from 1 (Shim et al., 1996). Mechanistic investigations have shown that the wound healing effect is associated with the control of the collagen biosynthesis (Bonte et al., 1994). Structurally the three hydroxyl groups of asiaticoside 1 and asiatic acid 2 make less efficient in transportation into the skin due to their high polarity. So we started the structure-activity relationship study by elimination of hydroxyl groups regioselectively to enhance the topical wound healing activity.
Jew, Sang-sup,Yoo, Chi-hyoung,Lim, Doo-yeon,Kim, Heeman,Mook-Jung, Inhee,Jung, Min Whan,Choi, Heesung,Jung, Young-hoon,Kim, Heedoo,Park, Hyeung-geun 성균관대학교 약학연구소 1999 成均藥硏論文集 Vol.11 No.-
Abstract-8 Semi-synthetic derivatives of asiatic acid were prepared and their protective effect against Aβ-induced neurotoxicity was evaluated. Among them, asiatic acid (2), and 4, 16 showed 97, 92 and 87% of protective effect, respectively. ⓒ 2000 Elsevier Science Ltd. All rights reserved.
ChemInform Abstract: Cinchona-Based Phase-Transfer Catalysts for Asymmetric Synthesis
Jew, Sang-sup,Park, Hyeung-geun WILEY-VCH Verlag 2010 Chem Inform Vol.41 No.11
<P>ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.</P>
Novel aspects of bromolactonization reaction using N-haloimides in an aprotic polar solvent
Jew, Sang-Sup The Pharmaceutical Society of Korea 1982 Archives of Pharmacal Research Vol.5 No.2
Depending upon the results obtained by the bromolactonization of olefinic acids (9-11) by means of N-bromosaccharin (4), the influence of the stabilities of the imidic anions resulted from heterolytic cleavage of N-haloimides, such as N-bromosuccinimide (1), N-bromophthalimde (2), and N-bromosaccharin (3) in dry N, N-dimethylformamide on the reactivity is elucidated.
A Novel Synthetic Method for 3-Hydroxyhomoisoflavanone
Jew, Sang-Sup,Kim, Hyun-Ah,Park, Hyeung-Geun The Pharmaceutical Society of Korea 1997 Archives of Pharmacal Research Vol.20 No.2
A novel synthetic method was developed for 3-hydroxyhomoisoflavanone. Treatment of aryllithium 14 to aldehyde 13 which was obtained from dihydroxylation of 10, followed by cycloetherification to give 3-hydroxyhomoisoflavanones.