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第 3 期 王 璇,等: 具类辣素结构乙酰胺的合成及其抑菌、抑藻性能 ·539·
参考文献:
[1] Gao M X, Li J Y, Nie C B, et al. Design, synthesis and biological
evaluation of novel hydrogen sulfide releasing capsaicin
derivatives[J]. Bioorganic & Medicinal Chemistry, 2018, 26: 2632-
2639.
[2] Yu Xiaolin (于晓琳), Yu Liangmin (于良民), Jiang Xiaohui (姜晓
辉). Synthesis, bacteriostasic activity and antifouling capability of
acrylamides containing capsaicin moieties[J]. Chinese Journal of
Applied Chemistry (应用化学), 2014, 31(5): 594-599.
[3] O’Neill J, Brock C, Olesen A E, et al. Unravelling the mystery of
capsaicin: A tool to understand and treat pain[J]. Pharmacological
图 5 化合物对三角褐指藻(a)、中肋骨条藻(b)和旋 Reviews, 2012, 64(4): 939-971.
[4] Jin Yong (金涌), Li Jun (李俊), Yao Hongwei (姚宏伟), et al.
链角毛藻(c)生长的抑制曲线
Fig. 5 Inhibition curves of compounds on Phaeodactylumtricornutum Antiinflammatory and analgesic effects of extract of capsicum[J].
(a), Skeletonemacostatum (b) and Chaetoceroscurvisetus Acta Universitatis Medicinalis Anhui (安徽医药大学学报), 2001,
(c) 36(6): 430-431.
[5] Jiang Xiayun (江霞云), Ma Fengsen (马凤森), Wu Xiaojuan (吴小
表 4 化合物对藻类生长的抑制率 娟). Study of capsaicin emulgel on in vitro transdermal permeation,
Table 4 Inhibition rate of compounds against algae growth analgesic actions, and irritation[J]. Chinese Traditional and Herbal
Drugs (中草药), 2018, 49(7): 1569-1575.
抑制率(7 d)/%
化合物 [6] Inés D L. Effect of capsaicin on prostate cancer cells[J]. Future
三角褐指藻 中肋骨条藻 旋链角毛藻 Oncology, 2010, 6(10): 1545-1550.
Ⅰ 6.98 7.94 13.03 [7] Thoennissen N H, O’Kelly J, Lu D, et al. Capsaicin causes cell-cycle
Ⅱ 9.08 7.65 9.19 arrest and apoptosis in ER-positive and -negative breast cancer cells
Ⅲ 65.97 45.59 18.80 by modulating the EGFR/HER-2 pathway[J]. Oncogene, 2010, 29:
285-296.
Ⅳ 9.25 21.76 16.67
[8] Xie Zhiqin (谢智钦), Li Hongxia (李弘夏), Tang Caixi (唐才喜), et
Ⅴ 9.42 63.82 99.13
al. Capsaicin induces apoptosis in HepG2 cells through ROS
Ⅵ 1.92 17.35 20.94 activation[J]. China Cancer (中国肿瘤), 2018, 27(6): 470-475.
Ⅶ 97.03 71.18 96.37 [9] Bode A M, Dong Z G. The two faces of capsaicin[J]. Cancer
Research, 2011, 71(8): 2809-2814.
极性较大,且苯环电荷密度高于其他化合物,因此 [10] Bley K, Boorman G, Mohammad B, et al. A comprehensive review of
the carcinogenic and anticarcinogenic potential of capsaicin[J].
增强了其抑藻性。化合物Ⅰ、Ⅱ、Ⅲ、Ⅳ和Ⅵ次之,
Toxicolgic Pathology, 2012, 40: 847-873.
但由于Ⅰ、Ⅱ、Ⅲ和Ⅳ的苯环上的取代基为链较短 [11] Lee E J, Jeon M S, Kim B D, et al. Capsiate inhibits ultraviolet
的甲基,较强的亲水性加强了对藻细胞膜的透过性, B-induced skin inflammation by inhibiting Src family kinases and
亦使其呈现出较好的抑藻性。化合物Ⅵ中苯环的电 epidermal growth factor receptor signaling[J]. Free Radical Biology
& Medicine, 2010, 48: 1133-1143.
荷密度较小,但氧的电负性较强,电荷密度高,因
[12] Frydas S, Varvara G, Murmura G, et al. Impact of capsaicin on mast
而它也具有一定抑藻功能。以上化合物的结构特点 cell inflammation[J]. International Journal of Immunop-athology and
使其较容易进入藻细胞内损坏细胞器的结构功能, Pharmacology, 2013, 26(3): 597-600.
从而导致藻细胞逐渐消失,表现出一定的抑藻性。 [13] Pan Yongping (潘永萍), Jiang Xiaohui (姜晓辉), Yu Liangmin (于良
民). Synthesis of benzamide derivatives containing capsaicin with
active structure and their bacteriostatic activity and antifouling
3 结论
capability[J]. Fine Chemicals (精细化工), 2014, 31(1): 7-11.
[14] Zhang Xiaochun (张晓春), Yu Liangmin (于良民), Jiang Xiaohui (姜
本文以 N-羟甲基乙酰胺与 7 种取代芳香烃为原 晓辉). Synthesis, bacterioststic and anti-alga capability of monomers
料,通过傅-克烷基化反应成功合成出 7 种新的类辣 and polymers containing capsaicin[J]. Materials Review B: Research
素结构的乙酰胺衍生物,使取代芳香烃具有了辣素 Paper (材料导报 B: 研究篇), 2018, 32(1): 194-202.
[15] Zheng Shaojun (郑绍军), Wang Yu (王瑜), Zhu Rui (朱瑞), et al.
的活性结构。以合成的 7 种化合物为受试化合物,
Recent research progress of synthetic substances as antifoulants[J].
以 2 种菌和 3 种藻为受试生物进行抑菌和抑藻性能 Journal of Chinese Society for Corrosion and Protection (中国腐蚀
的测试。实验结果表明,7 种化合物都具有良好的 与防护学报), 2016, 36(5): 390-397.
抑菌性和抑藻性,其中以Ⅴ与Ⅶ的抑制作用最好, [16] Zhang Ran (张然), Li Biao (李彪), Wei Yong (韦勇), et al. Study on
the antimicrobial activity of natural capsaicin on some
在质量浓度为 3 g/L 时化合物Ⅴ与Ⅶ的抑藻率可超
phytopathogen[J]. Hubei Agricultural Science (湖北农业科学),
过 95%,化合物Ⅶ的抑菌率亦在 90%以上,为后续 2018, 57(8): 66-69.
作为防污剂的应用奠定了基础。 [17] Jiang Xiaohui (姜晓辉), Pan Yongping (潘永萍), Cong Weiwei (丛