[논문]Inhibition of Calmodulin-Dependent Protein Kinase II by Cyclic and Linear Peptide Alkaloids from Zizyphus Species

Han Yong Nam; Hwang Keum Hee; Han Byung Hoon

doi:10.1007/bf02977707

Inhibition of Calmodulin-Dependent Protein Kinase II by Cyclic and Linear Peptide Alkaloids from Zizyphus Species 원문보기

Archives of pharmacal research : a publication of the Pharmaceutical Society of Korea, v.28 no.2, 2005년, pp.159 - 163

Han Yong Nam (Natural Products Research Institute, College of Pharmacy, Seoul National University) , Hwang Keum Hee (Korea Bio-Food and Drug Research Center, Konkuk University) , Han Byung Hoon (Natural Products Research Institute, Seoul National University)

Abstract ▼ AI-Helper

The effects of sedative peptide alkaloids from Zizyphus species on calmodulin- dependent protein kinase II were investigated. Protein kinase II activity was assayed on the basis of its ability to activate tryptophan 5-monooxygenase as its substrate in the presence of calmodulin. All thirteen alkaloids tested were stronger inhibitors than chlorpromazine ($IC_50,\;98{\mu}M$) on calmodulin-dependent protein kinase II. Among them, the most potent inhibitor was daechuine S27 ($IC_{50},\;2.95{\mu}M$), which was stronger than pimozide ($IC_{50},\;15.0{\mu}M$).

주제어

AI 본문요약
AI-Helper

* AI 자동 식별 결과로 적합하지 않은 문장이 있을 수 있으니, 이용에 유의하시기 바랍니다.

대상 데이터

, 1985, 1987, 1989, 1990). PMSF(phenylmethylsulfonyl fluoride) and MePteH₄(2-amino-4-hydroxy-6-methyl tetrahydropteridine) were purchased from Aldrich Chem. Co.

이론/모형

Protein concentrations were determined by the method of Lowry et al. (1951) with bovine albumin as a standard.

성능/효과

g., sanjoinine A, Ahl, B, D, F, G1 in the range of IC₅₀, 23~35 μM); 3. Among the 14-membered CPAs having aromatic amino acid as the basic end amino acid (F\, group), sanjoinine F (IC₅₀)18.2 μM) with the hydroxyl group on the R2 amino acid was a stronger inhibitor than the CPAs without the hydroxyl group (e.g., sanjoinine A, Ahl, B, D and G1 in the range of IC₅₀, 23~331丄M), and 4 Among the 14-membered CPAs having an aromatic amino acid as the basic end amino acid (F" group), the red니ced (dehydrosanjoinine A), and the oxidized (sanjoinine D and G1) bridge 니nit on the olefinic bond of styrylamine did not affect inhibitory activity, as shown in [2] (Fig. 1).
The SAR study of the peptide alkaloids on calmodulindependent protein kinase II revealed that: 1. Daechuine S27, the peptide alkaloid having the aromatic amino acid as the ring bond amino acid (R2 grc儿ip) and the methoxy group on the bridge benzene was shown to be the most potent inhibitor among all the drugs tested. Daechuine S27 (IC₅₀, 2.
Since daechuine S10 is the stronger calmodulindependent phosphodiesterase inhibitor than daechuine S27, and the latter is the more potent calmodulin-dependent protein kinase Ⅱ, it could be presumed that daechuine S10 and S27 may have antipsychotic and antidepressant properties, respectively. In conclusion, the structure activity relationships of the peptide alkaloids could pave the way for development of new drugs concerning calmodulindependent systems in the human body.

참고문헌 (24)

Fujisawa, H., Yamauchi, T. Nakata, H.,and Okuno, S., Role of calmodulin in neurotransmitter synthesis. In Cheung, W.Y. (ed.). Calcium and Cell Function. Academic press, New York, Vol. V, pp67-99 (1984)
Friedman, P. A., Kappelman, A. H., and Kaufman, S., Partial purification and characterization of tryptopahn hydroxylase from rabbit bind brain. J. Biol. Chem., 247, 4165-4173 (1972)
Gietzen, K., Mansard, A., and Bader, H., Inhibition of human erythrocyte $Ca^{2+}$ -transport ATPase by phenothiazines and butyrophenones. Biochim. Biophys. Res. Commun., 94, 674- 681 (1980)

상세보기
Han, B. H. and Park, M. H., Alkaloids are the sedative principles of the seeds of Zizyphus vulgaris var. spinosus. Arch. Pharm. Res., 10, 203-207 (1987a)

원문보기 상세보기
Han, B. H. and Park, M. H., Sedative activity and its active components of Zizyphi fructucs. Arch. Pharm. Res., 10, 208- 211 (1987b)

원문보기 상세보기
Han, B. H., Park, J. H., Park, M. H., Han,Y. N., and Park, M. K., Absolute configuration of sanjoinine A (frangufoline) and its heat induced artifact: sanjoinine-Ah1. Arch. Pharm. Res., 10, 200-201 (1987c)

원문보기 상세보기
Han, B. H., Park, M. H., and Han, Y. N., Cyclic peptide and peptide alkaloids from seeds of Zizyphus vulgaris. Phytochemistry, 29, 3315-3319 (1990)

상세보기
Han, B. H., Park, M. H., and Han, Y. N., Sedative activity of aporphin and cyclopeptide alkaloids isoloated from the seeds of Zizyphus vulgaris var.spinosus, and the fruits and stem bark of Zizyphus jujuba var. inermis in mice.Yakhak Hoeji, 37, 143-148 (1993a)
Han, B. H., Park, M. H., and Han, Y. N., Studies on the sedative alkaloids from Zizyphus spinosus semen. Kor. J. Pharmacogn., 16, 233-238 (1985)

원문보기 상세보기
Han, B. H., Park, M. H., and Park, J. H., Chemical and pharmacological studies on sedative cyclopeptide alkaloids in some Rhamnaceae plants. Pure Appl.Chem., 61, 443-448 (1989)

상세보기
Han, Y. N., Kim, G. -Y., Hwang, K. H., and Han, B. H., Binding of sanjoinine-A (frangufoline) to calmodulin. Arch. Pharm. Res., 16, 289-294 (1993b)

원문보기 상세보기
Kanno, K. and Sasaki, Y., Interaction of psychotropic drugs with phospholipids. Biochem. Pharmacol., 31, 2977-2981 (1982)

상세보기
Klee, C.B., Crouch, T. H., and Richman, P. G., Calmodulin. Annu. Rev. Biochem.,49, 489-515 (1980)

상세보기
Hwang, K. H., Han, Y. N., and Han, B. H., Inhibition of calmodulin-dependent calcium ATPase and phosphodi esterase by various cyclopeptides and peptide alkaloids from the Zizyphus species. Arch. Pharm. Res., 24, 202-206 (2001)

원문보기 상세보기
Kuhn, D. M., OCallaghan, J. P., Juskevich, J., and Lovenberg. W., Activation of brain tryptophan hydroxylase by ATP- $Mg^{2+}$ : dependence on calmodulin. Pro.Natl. Acad. Sci. U.S.A., 77, 4688-4691 (1980)

상세보기
Levin, R. M. and Weiss, B., Mechanism by which psychotropic drugs inhibit adenosine cyclic 3,5-monophosphate phosphodiesterase of brain. Mol. Pharmacol., 12, 581-589 (1976)

상세보기
Levin, R. M. and Weiss, B., selective binding of antipsychotics and other psychoactive agents to the calcium-dependent activator of cyclic nucleotide phosphodiesterase. J. Pharmacol. Exp. Ther., 208, 454-459 (1979)

상세보기
Lowry, O. H., Rosebrough, N. J., Farr, A. L., and Randall, R. J., Protein measurement with the Folin phenol reagent. J. Biol. Chem., 193, 265-275 (1951)
Nakada, H. and Fujisawa, H., Purification and properties of tryptophan 5-momooxygenase from rabbit brainstem. Eur. J. Biochem., 122, 41-47 (1982)

상세보기
Norman, J. A., Drummond, A. H., and Moser, P., Inhibition of calcium-dependent regulator-stimulated phosphodiesterase activity by neuroleptic drugs is unrelated to their clinical efficacy. Mol. Pharmacol., 16, 1089-1094 (1979)

상세보기
Park, M. K., Park, J. H., Cho, J. H., Park, J. K., Han, Y. N. and Han, B. H., Ionophore activity of fragufoline. Arch. Pharm. Res.,14, 103-104 (1991)

원문보기 상세보기
Suh, D.-Y., Kim, Y. C., Han, Y. N., and Han, B. H., Unusual enamide cleavage of frangulfoline under mild acidic condition. Heterocycles, 43, 2347-2361 (1996)

상세보기
Tschesche, R. and Kaussmann, E. U., The cyclopeptide alkaloids. The alkaloids. Academic Press, New York, vol. 15, pp165- 205 (1975)
Yamauchi, T. and Fujisawa, H., Purification and characterization of the brain calmodulin-dependent protein kinase (kinase II), which is involved in the activation of tryptophan 5- monooxygenase. Eur.J.Biochem., 132, 15-21 (1983)

상세보기

저자의 다른 논문 :

원문 URL 링크

DOI : 10.1007/BF02977707 [무료]
Springer : 저널
AccessON : 저널

*원문 PDF 파일 및 링크정보가 존재하지 않을 경우 KISTI DDS 시스템에서 제공하는 원문복사서비스를 사용할 수 있습니다.

오픈액세스(OA) 유형

FREE

Free Access. 출판사/학술단체 등이 허락한 무료 공개 사이트를 통해 자유로운 이용이 가능한 논문

내보내기 메뉴

내보내기 구분

파일저장
인쇄
메일전송

구성항목

기본정보
상세정보

관리번호, 논문명, 저널/프로시딩명, 저자 , 발행년, 권, 호, 시작페이지, 끝페이지, 발행기관

저장형식

Text(ASCII format)
Excel format
RefWorks Direct Export
RIS format (for Reference Manager, ProCite, EndNote), Scholar's Aids, Mendeley

메일정보

받는사람 (필수): @
보내는사람 (선택): @
제목
내용: KISTI 검색결과 이메일 서비스

안내

총 건의 자료가 검색되었습니다.

다운받으실 자료의 인덱스를 입력하세요. (1-10,000)

검색결과의 순서대로 최대 10,000건 까지 다운로드가 가능합니다.

데이타가 많을 경우 속도가 느려질 수 있습니다.(최대 2~3분 소요)

다운로드 파일은 UTF-8 형태로 저장됩니다.
파일의 내용이 제대로 보이지 않을실 때는 웹브라우저 상단의 보기 -> 인코딩 -> 자동선택 여부를 확인하십시오.

Text(ASCII format)
Excel format

표제어: PCR

동의어: Packet Collision Rate

용어 설명 출처 목록 (6)

용어 설명: PCR은 세균 특이성이 있는 primer를 이용하여 적은 수의 세균이 있을지라도 쉽게 검출할 수 있는 유용한 방법이며, 이를 이용하여 구강 내 치면세균막이나 타액에서 직접 세균을 검출할 수 있게 되었다[8].

AI-Helper ※ AI-Helper는 을 사용합니다.

AI-Helper

안녕하세요, AI-Helper입니다. 좌측 "선택된 텍스트"에서 텍스트를 선택하여 요약, 번역, 용어설명을 실행하세요.
※ AI-Helper는 부적절한 답변을 할 수 있습니다.

연합인증