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dc.contributor.author한아름-
dc.creator한아름-
dc.date.accessioned2016-08-25T06:08:49Z-
dc.date.available2016-08-25T06:08:49Z-
dc.date.issued2003-
dc.identifier.otherOAK-000000028862-
dc.identifier.urihttps://dspace.ewha.ac.kr/handle/2015.oak/181792-
dc.identifier.urihttp://dcollection.ewha.ac.kr/jsp/common/DcLoOrgPer.jsp?sItemId=000000028862-
dc.description.abstractZingiber cassumunar Roxb. (생강과)의 근경의 CHCI_(3),분획추출물은 여러 사람암세포에 대한 시험에서 세포독성을 보였다. 이러한 활성에 따른 분획을 실시하여, 새로운 유효 물질인 (±)-trans-3-(3'-methoxy-4'-hydroxyphenyl)-4-[(E)-3"',4"'-dimethoxystyryl]cyclohexene (7) (A549,8.4; Col2, 11.2; SNU638, 6.6; HT-1080, IC_(50) 7.8 ㎍/㎖)와 4개의 알려진 유효 물질들, curcumin (1) (A549,12.3; Col2,2.3; SNU638,18.8; HT-1080, IC_(50) 2.9㎍/㎖),4- (3',4'-dimethoxyphenyl)but-1,3-diene (3) (SNU638,8.5;HT-1080, IC_(50) 1.5㎍/㎖) 4-(2',4',5'-trimethoxy-phenyl)but-1,3-diene (4) (SNU638, IC_(50) 13.2 ㎍/㎖), (±)- trans-3-(3',4'-dimethoxyphenyl)-4- [(E)-3"',4"'-dimethoxystyryl]cyclohexene (6) (A549, 4.8; Col2, 5.9; SNU638, 3.3; HT-1080, IC_(50) 6.1㎍/㎖)를 분리하였다. 추가적으로 분리된, 2개의 알려진 물질, (E)-4-(3',4'-dimethoxyphenyl)but-3-en-1-ol (2)와 (E)-3-hydroxy-1-(3',4'-dimethoxy-phenyl)but-3-en-1-yl acetate (5)은 활성은 나타내지 않았다. Inula britannica L. var. chinensis (Rupr.) Reg. (선복화, 국화과)의 꽃의 EtOAc 분획 추출물은 강력한 iNOS 효소 저해 활성을 보였다. 그리고 이 EtOAc 분획 추출물로부터 새로운 입체이성질체인 1-O-acetyl-4R,6S-britannilactone가 분리되었다. 이 물질의 iNOS 효소 저해 활성은 IC_(50) 22.1 ㎍/㎖로 나타났고, 이 값은 positive control인 L-N^(6)-(1-iminoethyl) Iysine(IC_(50) 33.7㎍/㎖)보다 더 우수한 저해 활성을 나타내었다.;A CHCl_(3) extract of the rhizomes of Zingiber cassumunar Roxb. (Zingiberaceae) showed significant cytotoxic activity against several human cancer cell lines. Bioassay-guided fraction led to the isolation of a new compound, (±)-trans3-(3'-methoxy-4'-hydroxypheny1)-4-[(E)-3''',4'''-dimethoxystyryl] cyclohexene (7) (A549, 8.4; Co12, 11.2; SNU638, 6.6; HT-1080, IC_(50) 7.8 ㎍/ml) and four known compounds, curcumin (1) (A549, 12.3; Co12,2.3; SNU638, 18.8; HT-1080, IC_(50) 2.9 ㎍/ml), 4-(3',4'-dimethoxyphenyl)but-1,3-diene (3) (SNU638, 8.5; HT-1080, IC_(50) 1.5 ㎍/ml), 4-(2',4',5'-trimethoxyphenyl)but-1,3-diene (4) (SNU638, IC_(50) 13.2 ㎍/ml), and (±)-trans-3-(3',4'-dimethoxypheny1)-4-[(E)-3''',4'''-dimethoxystyryl]cyclohexene (6) (A549, 4.8; Co12, 5.9; SNU638, 3.3; HT- 1080, IC_(50) 6.1 ㎍/ml) as cytotoxic constituents of Z. cassumunar. In addition, two known compounds, (E)-4-(3',4'-dimethoxyphenyl)but-3-en-l-ol (2) and (E)-3- hydroxy-l-(3',4'-dimethoxy-phenyl)but-3-en-l-yl acetate (5), were isolated as inactive constituents, in the present study. An EtOAc extract of the flowers of lnula britannica L. var. chinensis (Rupr.) Reg (Compositae) exhibited significant inhibitory activity against the lipopolysaccharide (LSP)-induced iNOS in murine macrophage RAW 264.7 cells. A new stereoisomer of britannilactone, l-O-acetyl-4R,6S-britannilactone, was isolated as a iNOS inhibitory constituent with an IC_(50) value of 22.1 ㎍/ml which is more potent than a positive control, LN^(6)-(l-iminoethyl)lysine (IC_(50) 33.7㎍/ml).-
dc.description.tableofcontentsCONTENTS = ⅴ Ⅰ. CYTOTOXIC PRINCIPLES OF THE RHIZOMES OF ZINGIBER CASSUMUNAR = 1 A. Introduction = 1 B. Experimental = 4 1. Plant material = 4 2. Solvent extraction and partition of Z. cassumunar = 4 3. Cytotoxic activity of the initial plant extracts = 4 4. Column chromatography of the chloroform extracts = 4 a. Isolation and characterization of curcumin (1) = 5 b. Isolation and characterization of (E)-4-(3',4'-dimethoxyphenyl)but-3-en-1-ol (2) = 6 c. Isolation and characterization of 4-(3',4'-dimethoxyphenyl)but-1,3-diene (3), 4-(2',4',5'-trimethoxyphenyl)but-1,3-diene (4), and (E)-4-(3',4'-dimethoxyphenyl)but-3-en-1-yl acetate (5) = 7 d. Isolation and characterization of (±)-trans-3-(3',4'-dimethoxyphenyl)-4-[(E)-3''',4'''-dimethoxystyryl]cyclohexene (6) and (±)-trans-3-(3'-methoxy-4'-hydroxyphenyl)-4-[(E)-3''',4'''-dimethoxystyryl]cyclohexene (7) = 10 5. Cytotoxicity evaluation = 12 C. Discussion = 20 1. Characterization of the isolates from Z. cassumunar = 20 a. Identification of curcumin (1) = 20 b. Identification of (E)-4-(3',4'-dimethoxyphenyl)but-3-en-1-ol (2) = 21 c. Identification of 4-(3',4'-dimethoxyphenyl)but-1,3-diene (3) = 22 d. Identification of 4-(2',4',5'-trimethoxyphenyl)but-1,3-diene (4) = 22 e. Identification of (E)-4-(3',4'-dimethoxyphenyl)but-3-en-1-yl acetate (5) = 23 f. Identification of (±)-trans-3-(3',4'-dimethoxyphenyl)-4-[(E)-3''',4'''-dimethoxystyryl]cyclohexene (6) = 24 g. Structure elucidation of (±)-trans-3-(3'-methoxy-4'-hydroxyphenyl)-4-[(E)-3''',4'''-dimethoxystyryl]cyclohexene (7) = 25 2. Cytotoxicity activity = 28 3. Conclusion = 34 Ⅱ. X-RAY CRYSTALLOGRAPHY OF A NEW SESQUITERPENE LACTONE FROM INULA BRITANNICA VAR. CHINENSIS = 36 A. Introduction = 36 B. Experimental = 39 1. Plant material = 39 2. Solvent extraction and partition of I. britannica var. chinensis = 39 3. iNOS inhibitory activity of the initial plant extracts = 39 4. Column chromatography of the ethyl acetate extracts = 40 5. Isolation and characterization of 1-O-acetyl-4R,6S-britannilactone (8) = 40 6. iNOS inhibitory activity evaluation = 42 C. Discussion = 49 1. Structure elucidation of 1-O-acetyl-4R,6S-britannilactone (8) = 49 2. iNOS inhibitory activity = 49 3. Conclusion = 56 APPENDICES = 58 Appendix A = 59 Appendix B = 62 REFERENCES = 64 논문초록 = 69-
dc.formatapplication/pdf-
dc.format.extent2357259 bytes-
dc.languageeng-
dc.publisher이화여자대학교 대학원-
dc.subjectZingiber Cassumunar-
dc.subjectEtOAc-
dc.subjectInula Britannica Var. Chinensis-
dc.titleBioactive constituents of Zingiber Cassumunar and Inula Britannica Var. Chinensis-
dc.typeMaster's Thesis-
dc.format.pagexv, 69 p.-
dc.identifier.thesisdegreeMaster-
dc.identifier.major대학원 약학과-
dc.date.awarded2003. 8-
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