프로스타글란딘 중간체 (R)-4-히드록시-2-시클로펜텐온의 합성

강석구,박영원 성균관대학교 1991 論文集 Vol.42 No.1

D-크실로스를 출발물질로 하여 (R)-4-히드록시-2-시클로펜텐온을 합성하였다. D-크실로스에서 유도되는 메틸렌푸라노스를 산성용액에서 탈보호기화한후 이를 염기성 용액에서 분자내 알콜 반응을 거쳐서 (R)-4-히드록시-2 시클로펜텐온을 합성하였다. The synthesis of(R)-4-hydroxy-2-cyclopentenone from D-xylose is describecl. Acid catalyzed deprotection of the methylene furanose acetonide derivecl from D-xy-lose followed by base catalyzed intramolecular aldol condensation as the key reaction afforded (R)-4-hydroxy-2-cyclopentenone.

(+)-Eldanolide의 합성에 관한 연구

강석구,이동하,이정민 성균관대학교 1990 論文集 Vol.41 No.2

출발물질로 D-타타르산 사용하여 (+)-eldanolide의 합성을 연구하였다. 이 합성에서의 중요반응은 온도를 -78℃→0℃로 하여 lithium diisopropylamide 사용하여 (2R, 3R)-1-chloro-2,3-isopropylidenedioxy-6-methy-5-heptene을 탈수소-제거반응시켜 중요한 반응 중간체인 (3R)-6-methyl-heptyn-5-en-3-ol을 합성하는 것이다. Synthetic approach to (+)-eldanolide from D-tartaric acid as starting material is described. They key reaction is the deprotonation-elemination reaction of (2R, 3R)-1-chloro-2, 3-isopropylidenedioxy-6-methyl-5-heptene with lithium diisopropylamide at -78℃→℃ and the key intermediate is (3R)-6-methyl-heptyn-5-en-3-ol.

탄수화물에 관한 연구 : 디아세톤글루코스의 헥소퓨라노스고리에 대한 산화와 입체선택적 변형에 관한 연구 Oxidation and Stereoselective Modification of the Hexofuranose ring Derived from Diacetone Glucose

강석구,조현성,이재호 성균관대학교 기초과학연구소 1989 論文集 Vol.40 No.2

천연물 합성에서 출발물질로 유용하게 쓰이는 디아세톤 글루코스 헥소퓨라노스고리의 산화와 입체선택적 변형에 관하여 연구하였다. 이 고리의 C-3위치에 있는 히드록시기를 Trifluoroacetic anhydride(TFAA)로 사용하여 케토기로 산화시키는 방법을 연구한 후 얻어진 C-3 위치에 케톤에 대해 Grignard반응과 Wittig반응을 도입하여 퓨라노스고리의 C-3위치에 입체 선택적으로 치환기를 유도하는 방법을 연구하였다. 또한 고리밖의 곁가지의 변형도 아울러 연구하였다. We have studied on the oxidation and the stereoselective modifications of the hexofuranose ring derived from diacetone glucose. We have attempted the method of the oxidation with trifluoroacetic anhydride (TFAA) on the C-3 position of this furanose ring. On the other hand, we have induced the stereoselective substrate on the keto group of the C-3 position. The modifications of the side chain out of the ring have been also studied.

Tidal Dynamics in the Strong Tidal Current Environment of the Uldolmok Waterway, Southwestern Tip Off the Korean Peninsula

강석구,정경태,염기대,이광수,박진순,김은진 한국해양과학기술원 2012 Ocean science journal Vol.47 No.4

Uldolmok waterway, located between an island off the southwestern tip of Korean peninsula and mainland, is famous for its strong tidal current that has a maximum current of about 6.0m/s. A series of field observations along with numerical modeling have been carried out in order to understand the tidal dynamics in terms of the force balance along the whole waterway and the energy balance in the narrowest part of the waterway. First, analysis of the ADCP current and the tide level variation data reveals that the tidal dynamics along the total waterway (channel) is balanced dominantly between the pressure gradient and linear bottom frictional forces, with the phase lag of sea level difference for the semi-diurnal constituents leading the current phase about by 10°. Secondly, the result of the numerical modeling reveals that the tidal energy flux vector flows toward the narrowest section, indicating that there should be related nonlinear processes. Through the numerical model experiment with multi-components, the convergence of (M2 + S2) tidal energy flux of 6.68 × 107 Joule/s in the narrow area of the Uldolmok waterway is explained mainly by the energy consumption of 73% through the nonlinear generation of shallow water components and by the bottom frictional energy dissipation of 27%. This reveals that the remarkably strong nonlinear process dominates in the narrowest section of the Uldolmok waterway, compared with other areas, such as Yellow and East China Seas where the total M2 energy flux through the open boundary is balanced in terms of the bottom dissipation (Kang et al. 2003; Choi 1980).

복숭아 유리나방의 성 페로몬의 한 성분인 (Z,Z)-3,13-옥타데카디엔-1-일 아세테이트의 합성

姜錫久,文炳昊 성균관대학교 기초과학연구소 1987 論文集 Vol.38 No.2

A synthesis of (Z, Z)-3, 13-octadecadien-1-yl acetate, one component of the sex pheromone of Synanthedon hector, Butler is described. Starting from 1,9-nonanediol, a sterocontrolled synthesis of (Z, Z)-3, 13-octadecadien-1-yl acetate with high sterochemical purity was achieved by the use of Wittig-olefination reaction and catalytic hydrogenation for the introduction of (Z)-double bond.

Potential use of glioblastoma tumorsphere: clinical credentialing

강석구,정재호,허용민,김의현,김선호,장종희 대한약학회 2015 Archives of Pharmacal Research Vol.38 No.3

A decade ago, cancer stem cells (CSCs) wereintroduced as target cells for an innovative cancer treatment. Particularly, there have been a lot of biologicalresearches on glioblastoma (GBM) CSCs. However, asthere is a comprehensive change in the concept of CSCs, itis required to review how the different CSCs for patientscan be clinically used, or clinical credentialing, and summarizethe possibilities of clinical credentialing. In thisregard, this review aims to introduce the tumorsphereobtained from GBM specimen and summarize the clinicaldilemma and clinically applicable areas.

애모무늬잎말이나방의 성 페로몬 합성과 생물활성 시험

강석구,안상순,김정한,이정운,Suk-Ku Kang,Sang Soon Ahn,Jung Han Kim,Jeong-Oon Lee 대한화학회 1988 대한화학회지 Vol.32 No.1

애모무늬잎말이나방의 성 유인물질 (Z)-9-인테트라데센-1-일 아세테이트(1)와 (Z)-11-테트라데센-1-일 아세테이트(2)를 합성하여 생물활성시험을 수행하였다. 1,8-옥탄디올에서 쉽게 얻을 수 있는 8-브로모옥탄-1-올 THP 에테르를 1-헥신의 리튬음이온과 알킬화시켜 9-테트라데신-1-올 THP 에테르를 얻었다. 이를 Pb/BaSO4 촉매하에서 수소환원시킨 후 PPTS로 보호기를 제거하여 (Z)-9-테트라데센-1-올을 얻었으며 이를 아세틸화시켜 (Z)-9-테트라데센-1-일 아세테이트(1)를 합성하였다. 한편 1,10-데칸디올에서 쉽게 얻을 수 있는 10-브로모데칸-1-올 THP 에테르를 아세틸렌나트륨음이온과 알킬화시켜 11-도데신-1-올 THP 에테르를 얻는다. 이를 다시 부틸리튬으로 처리하여 얻어지는 리튬음이온을 브로모에탄과 반응시켜 11-테트라데신-1-올 THP 에테르를 형성시켰다. 이를 Pd/BaS$O_4$ 하에서 수소환원, 보호기제거 후 (Z)-11-테트라데신-1-올을 거쳐, 아세틸화시켜 (Z)-11-테트라데센-1-일 아세테이트 (2)를 합성하였다. 합성된 성 페로몬에 대한 애모무늬잎말이나방 숫컷의 성 유인력을 시험해본 결과 활성이 있음이 밝혀졌다. Synthesis and biological activity test are described for the (Z)-9-tetradecen-1-yl acetate(1) and (Z)-11-tetradecen-1-yl acetate(1) and (Z)-11-tetradecen-1-yl acetate(2), the sex pheromone of the summer fruit tortrix moth, Adoxophyes orana. 8-Bromoctan-l-ol THP ether was prepared from 8-bromoctan-l-ol. The lithium anion of 1-hexyne was alkylated with 8-bromoctan-l-ol THP ether gave 9-tetradecyn-l-ol THP ether. Catalytic hydrogenation over Pd/BaSO4 followed by deprotection afforded (Z)-9-tetradecen-l-ol. Acetylation gave (Z)-9-tetradecen-1-yl acetate(1). l0-Bromodecan-l-ol THP ether was obtained from l0-bromodecan-l-ol. In liquid ammonia with THF and HMPA as cosolvents, sodium acetylide could be alkylated with 10-bromodecan-l-ol THP ether to give 11-dodecyn-l-ol THP ether. 11-Dodecyn-l-ol THP ether was then treated with n-BuLi in THF to give the lithium acetylide, which was alkylated with bromoethane to afford 11-tetradecyn-l-ol THP ether. Catalytic hydrogenation, deprotection, and acetylative gave (Z)-11-tetradecen-1-yl acetate(2). The synthetic pheromone thus obtained was attractive to the males of the summer fruit tortrix in the field.

배추좀나방의 성 페로몬의 합성과 생물활성시험

강석구,이철희,김정한,이정운,Suk-Ku Kang,Chul-Hee Lee,Jung Han Kim,Jeong-Oon Lee 대한화학회 1988 대한화학회지 Vol.32 No.1

배추좀나방의 성 유인물질인 (Z)-11-헥사데센-1-올, (Z)-11-헥사데센-1-알, (Z)-11-헥사데센-1-일 아세테이트를 합성하여 생물활성 시험을 수행하였다. 1-헥신의 리튬음이온을 10-브로모데칸-1-올 THP 에테르와 반응시켜 11-헥사데신-1-올 THP 에테르를 얻었다. 이를 수소환원시킨 후 (Z)-11-헥사데센-1-올 THP 에테르를 생성시킨 다음 보호기를 제거시켜 (Z)-11-헥사데센-1-올을 합성하였다. 아세틸화시켜 (Z)-11-헥사데센-1-일 아세테이트를 산화시켜 (Z)-11-헥사데센-1-알을 각각 합성하였다. 합성된 성 페로몬에 대한 배추좀나방 숫컷의 성 유인력을 시험해 본 결과 활성이 있음을 밝혀졌다. Synthesis and biological activity test are described for the (Z)-11-hexadecen-1-ol, (Z)-11-hexadecen-1-yl acetate, and (Z)-11-hexadecen-l-al, the sex pheromone of the diamond back moth, Plutella xylostella L.. Lithium acetylide was alkylated with 10-bromodecan-1-ol THP ether to give 11-hexadecyn-l-ol THP ether. 11-Hexadecyn-l-ol THP ether was stereoselectively reduced over Pd/BaSO4to yield (Z)-11-hexadecen-l-ol THP ether, which was in turn deprotected to provide (Z)-11-hexadecen-l-ol. (Z)-11-Hexadecen-l-ol was acetylated and oxidized to afford (Z)-11-hexadecen-1-yl acetate and (Z)-11-hexadecen-l-al, respectively. Biological activity test of the synthetic compounds, (Z)-11-hexadecen-l-ol, (Z)-11-hexadecen-1-yl acetate, and (Z)-11-hexadecen-l-al in the ratio of 0.1 : 5 : 5 was tested in the field using polyethylene capsules as containers. The numbers of moth trapped with pheromone vials were counted.

사과나무잎말이나방의 성 페로몬 합성과 생물활성시험

강석구,구민숙,노광현,이정운,Suk-Ku Kang,Min-Suk Ku,Kwanghyun No,Jeong-Oon Lee 대한화학회 1987 대한화학회지 Vol.31 No.6

사과무늬잎말이나방의 성 유인물질인 (Z)-11-테트라데센-1-일 아세테이트(1)와 (E)-11-테트라데센-1-일 아세테이트(2)를 합성하여 생물활성시험을 수행하였다. 10-브로모데칸-1-올과 DHP에서 얻어지는 10-브로모데칸-1-올 THP에테르를 아세틸렌소디움음이온과 알킬화시켜 11-도데신-1-올 THP에테르를 합성하였다. 이것을 부틸리튬으로 처리하여 얻어지는 리튬음이온을 브로모에탄과 반응시켜 11-테트라데센-1-올 THP에테르를 얻었다. 이것을 $Pd/BaSO_4$하에서 수소환원시켜 (Z)-11-테트라데센-1-올 THP에테르를 얻었고, $Na/NH_3$와 금속환원시켜 (E)-11-테트라데센-1-올 THP에테르를 얻었다. (Z)-와 (E)-형의 화합물을 보호기를 제거한 후 아세트산무수물로 아세틸화하여 (Z)-11-테트라데센-1-일 아세테이트와 (E)-11-테트라데센-1-일 아세테이트를 각각 얻었다. 합성된 성 페로몬에 대한 사과무늬잎말이나방 숫컷의 성 유인력을 시험해 본 결과 활성이 있음이 밝혀졌다. Synthesis and Biological activity test are described for the (E)-11-tetradecen-1-yl acetate and (Z)-11-tetradecen-1-yl acetate, the sex pheromone of the Asiatic leafroller moth (Archippus breviplicanus Walsingham). 10-Bromodecan-1-ol THP ether was prepared from 10-bromodecan-1-ol. In liquid ammonia with THF and HMPA as cosolvents, sodium acetylide could be alkylated with 10-bromodecan-1-al THP ether to give 11-dodecyn-1-ol THP ether. 11-Dodecyn-1-ol THP ether was then treated with n-Buli in THF to give the lithium acetylide, which was alkylated with bromoethane to afford 11-tetradecyn-1-ol THP ether. 11-Tetradecyn-1-ol THP ether was then reduced over $Pd/BaSO_4$ and with Na in liquid $NH_3$ to give (Z)-11-tetradecen-1-ol THP ether and (E)-11-tetradecen-1-ol THP ether, respectively. (Z)-and (E)-11-Tetradecen-1-ol THP ether thus obtained were deprotected by refluxing in the presence of PPTS and ethanol. (Z)-and (E)-11-tetradecen-1-ol were acetylated with acetic anhydride to afford the final products, (Z)-11-tetradecen-1-yl acetate (1) and (E)-11-tetradecen-1-yl acetate (2), respectively. The synthetic pheromone thus obtained was attractive to the males of the Asiatic leafroller moth in the field.

도박과 관련한 패러다임 전환의 필요성

강석구 한국형사법학회 2016 한국형사법학회 학술대회 논문집 Vol.2016 No.2