林产化学与工业
林產化學與工業
림산화학여공업
CHEMISTRY AND INDUSTRY OF FOREST PRODUCTS
2014年
5期
67-72
,共6页
旷春桃%李湘洲%薛海鹏%邓楠%王玲芝
曠春桃%李湘洲%薛海鵬%鄧楠%王玲芝
광춘도%리상주%설해붕%산남%왕령지
姜黄素衍生物%合成%抗氧化活性%抗菌活性
薑黃素衍生物%閤成%抗氧化活性%抗菌活性
강황소연생물%합성%항양화활성%항균활성
curcumin derivatives%synthesis%antioxidant activity%antibacterial activity
以姜黄素和马来酸酐为原料,经酯化、异构化、酰氯化和酯化合成了4个姜黄素衍生物。姜黄素衍生物c1~c4的收率分别为80.5%、83.7%、81.2%和85.4%,用IR,1 H NMR和13 C NMR确证了目标化合物的结构。并对c1~c4的抗氧化活性和抗菌活性进行了评价。结果表明,姜黄素衍生物 c1~c4清除 DPPH ·的 IC50分别为164.14±0.82、166.98±0.66、171.97±0.99和175.10±2.34 mg/L,它们的抗氧化活性均低于姜黄素(36.22±0.22 mg/L),姜黄素的酚羟基对抗氧化活性有重要影响。 c1~c4均具有良好的抗菌活性,其中化合物c4的抗菌活性最好, c4对金黄色葡萄球菌、大肠杆菌、青霉菌和黑曲霉菌的最小抑菌浓度(MIC)分别为0.5、0.5、0.25和1.0 g/L。α,β-不饱和羰基结构的化合物修饰姜黄素有望开发新的抗菌药物。
以薑黃素和馬來痠酐為原料,經酯化、異構化、酰氯化和酯化閤成瞭4箇薑黃素衍生物。薑黃素衍生物c1~c4的收率分彆為80.5%、83.7%、81.2%和85.4%,用IR,1 H NMR和13 C NMR確證瞭目標化閤物的結構。併對c1~c4的抗氧化活性和抗菌活性進行瞭評價。結果錶明,薑黃素衍生物 c1~c4清除 DPPH ·的 IC50分彆為164.14±0.82、166.98±0.66、171.97±0.99和175.10±2.34 mg/L,它們的抗氧化活性均低于薑黃素(36.22±0.22 mg/L),薑黃素的酚羥基對抗氧化活性有重要影響。 c1~c4均具有良好的抗菌活性,其中化閤物c4的抗菌活性最好, c4對金黃色葡萄毬菌、大腸桿菌、青黴菌和黑麯黴菌的最小抑菌濃度(MIC)分彆為0.5、0.5、0.25和1.0 g/L。α,β-不飽和羰基結構的化閤物脩飾薑黃素有望開髮新的抗菌藥物。
이강황소화마래산항위원료,경지화、이구화、선록화화지화합성료4개강황소연생물。강황소연생물c1~c4적수솔분별위80.5%、83.7%、81.2%화85.4%,용IR,1 H NMR화13 C NMR학증료목표화합물적결구。병대c1~c4적항양화활성화항균활성진행료평개。결과표명,강황소연생물 c1~c4청제 DPPH ·적 IC50분별위164.14±0.82、166.98±0.66、171.97±0.99화175.10±2.34 mg/L,타문적항양화활성균저우강황소(36.22±0.22 mg/L),강황소적분간기대항양화활성유중요영향。 c1~c4균구유량호적항균활성,기중화합물c4적항균활성최호, c4대금황색포도구균、대장간균、청매균화흑곡매균적최소억균농도(MIC)분별위0.5、0.5、0.25화1.0 g/L。α,β-불포화탄기결구적화합물수식강황소유망개발신적항균약물。
Four curcumin derivatives were synthesized from curucmin and maleic anhydride by esterification, isomerization, chlorination and esterification. The yields of curcumin derivatives c1-c4 were 80. 5%, 83. 7%, 81. 2% and 85. 4%, respectively. Their structures were confirmed by IR, 1 H NMR and 13 C NMR. The antioxidative and antibacterial activities of target compounds c1 -c4 were evaluated. The IC50 values for scavenging of DPPH·were 164. 14 ± 0. 82, 166. 98 ± 0. 66, 171. 97 ± 0. 99 and 175. 10 ± 2. 34 mg/L, respectively. Their antioxidative activity was lower than that of curcumin (36. 22 ± 0. 22 mg/L). This proved the importance of phenolic OH. The target compounds c1 -c4 displayed high antibacterial activity, especially compound c4. The minimal inhibiting concentration(MIC) of c4 against Staphylococcus aureus, Escherichia coli, Penicillium sp. and Aspergillus niger were 0. 5, 0. 5, 0. 25 and 1. 0 g/L, respectively. There is hope to obtain antibacterial candidates by curcumin modification with α,β-unsaturated carbonyl compounds.