Synthesis, Bacteriostasic Activity and Antifouling Capability of Acrylamide Containing Capsaicin Derivative

doi:10.3724/SP.J.1095.2014.30466

Chinese Journal of Applied Chemistry

• Full Papers • Previous Articles Next Articles

Synthesis, Bacteriostasic Activity and Antifouling Capability of Acrylamide Containing Capsaicin Derivative

YU Xiaolin , YU Liangmin^*, JIANG Xiaohui

(Key Laboratory of Marine Chemistry Theory and Technology,Ministry of Education,
Ocean University of China,Qingdao, 266100,China)

Received:2013-09-16 Revised:2013-12-17 Published:2014-05-10 Online:2014-05-10

Abstract

Abstract: Five acrylamide compounds containing capsaicin moieties were synthesized. Their structures were confirmed by IR spectroscopy, 1H NMR spectroscopy, HRMS and elemental analysis. The results of bacterium-inhibition experiments concluded that the minimal inhibitory concentration(MIC) of five tag compounds respectively to Staphyloccocus aureus and Escherichia coli both were 0.125 g/L. The antifouling properties of coatings were examined by immersing test panels in the sea for more than 120 days. The result shows that the test panels are covered with a few macroscopic fouling organisms balanus.

Key words: acrylamide containing capsaicin derivative, synthesis, bacterium-inhibition, antifoulant properties

CLC Number:

O625

YU Xiaolin,YU Liangmin*, JIANG Xiaohui. Synthesis, Bacteriostasic Activity and Antifouling Capability of Acrylamide Containing Capsaicin Derivative[J]. Chinese Journal of Applied Chemistry, DOI: 10.3724/SP.J.1095.2014.30466.

References

[1] Bauer R S. Epoxy Resin,ACS Symposium Series[M]. Washington DC:American Chemical Society,1985:931-961.

[2] QIAN Junmin,LI Xuxiang. Modification of Epoxy Resin[J]. Eng. Plastics Appl.,2001,29(10):50-53(in Chinese).

钱军民，李旭祥. 环氧树脂改性研究进展[J]. 工程塑料应用,2001,29(10):50-53.

[3] ZHAO Zhichao,YUAN Caideng,XU Tao,et al. Environmentally Friendly Epoxy Coating[J]. Thermoset Resin,2005,20(6):32-35(in Chinese).

赵志超，袁才登，徐涛，等. 环保型环氧树脂涂料[J]. 热固性树脂,2005,20(6):32-35.

[4] Takahirookamatsu,Mitsukazuochi. Effect on the Toughness and Adhesion Properties of Epoxy Resin Modified with Silylcrosslinked Urethane Microsphere[J]. Polymer,2002,43(3):721-730.

[5] CONG Weiwei,YU Liangmin,ZHAO Haizhou,et al. N,N′-Dibutyl Dithio Oxymethyl Acrylamide, Antibacterial and Antifouling Properties[J]. Paint Ind,2010,9(40):9-15(in Chinese).

丛巍巍，于良民，赵海洲，等. N,N′-二丁氧基甲基二硫代二丙烯酰胺的合成、抑菌和防污性能研究[J]. 涂料工业,2010,9(40):9-15.

[6] Oommen S,John A R,Stinivas G,et al.Allicin(from garlic) Induces Caspase-mediated Apoptosis in Cancer Cells[J]. Physiol Mol Plant Pathol,2004,65(2):79.

[7] JIN Yong,LI Jun,YAO Hongwei,et al.Pepper Extract Inflammatory and Analgesic Effects[J]. Anhui Med Univ,2001,36(6)：430-431(in Chinese).

金涌，李俊，姚宏伟，等. 辣椒提取物的抗炎镇痛作用［J］. 安徽医药大学学报，2001，36(6)：430-431.

[8] Kenneth J Fischer. Marine Organism Repellent Covering for Protection of Underwater Objects and Method of Applying Same:US,5226380[P],1993.

[9] James L Watts. Antifouling Coating Composition Containing Capsaicin:US,5397385[P],1995.

[10] Hamanok,Nagatak. Naimal Repelling Aqueous Coating Composition:JP,6219906[P],1994.

[11] Wang J L,Peng Z H,Zhou S Z,et al. A Study of Pungency of Capsaicinoid as Affectd by Their Molecular Structure Alteration[J]. Sci Res,2011,2:109-115.

[12] PENG Bixian,WANG Junlian,PENG Zhenghong,et al. Synthetic Capsaicin Homologues, Spiciness and Antifouling Properties of Marine Organisms[J]. Sci China:Chem,2011,41(10):1464-1654(in Chinese)

彭必先,王俊莲,彭争宏,等. 辣椒素同系物合成、辣度及海洋生物防污性能研究[J]. 中国科学：化学，2011,41(10):1464-1654.

[13] XU Huanzhi,YU Liangmin,ZHANG Zhiming,et al. A Side-chain Hanging Pepper Rings Acrylamide Resin and Its Preparation Method and Application:CN,1624017[P],2005-6-8(in Chinese).

徐焕志,于良民,张志明,等. 一种侧链悬挂胡椒环的丙烯酰胺树脂及其制备方法和应用:CN,1624017A[P],2005-6-8.

[14] CHEN Sihao,XU Zicheng,XU Jingli,et al.Synthesis of Capsaicin:CN,1982287A[P],2007(in Chinese).

陈思浩，徐子成，徐菁利，等. 辣素的合成方法:CN,1982287A[P],2007.

[15] MurainaI A,Picard J,Eloff J N. Development of a Reproducible Method to Determine Minimum Inhibitory Concentration(MIC) of Plant Extract Against a Slow-growing Mycoplasmas Organism[J]. Phytomedicine,2009,16(2):262-264.

[16] GB/T 5370-85,Antifouling Panels in Shallow Submergence[S].

[17] XU Huanzhi,YU Liangmin,LI Changcheng,et al. Capsaicin Derivatives and Their Inhibitory Activity Closterium[J]. Chinese J Appl Chem,2007,24(8):911-916(in Chinese).

徐焕志,于良民,李昌诚,等. 辣素衍生物的合成及其对新月菱形藻的抑制活性[J]. 应用化学,2007,24(8): 911-916.

[18] Pernak A,Skrzypczak A. 3-Alkylthiomethyl-1-ethylimidazolium Chlorides Correlation between Critical Micelle Concentrations and Minimum Inhibitory Concentrations[J]. Eur J Med Chem,1996,31(11):901-903.

Synthesis, Bacteriostasic Activity and Antifouling Capability of Acrylamide Containing Capsaicin Derivative

PDF

Knowledge

Cited

Abstract

Cite this article

share this article

References

Related Articles 15

Recommended Articles

Metrics

Comments

[1]	Jia-Zheng LI, Shu-Zhong HE. Research Progress of Total Synthesis of Polygalolides [J]. Chinese Journal of Applied Chemistry, 2023, 40(5): 615-624.
[2]	Zhen-Bang LIU, Shuo ZHANG, Yu BAO, Ying-Ming MA, Wei-Qi LIANG, Wei WANG, Ying HE, Li NIU. Progress of Application Research on Cheminformatics in Deep Learning [J]. Chinese Journal of Applied Chemistry, 2023, 40(3): 360-373.
[3]	Yang LIU, Hai-Bao ZHANG, Qiang CHEN. Optimization of Process Parameters for Ammonia Synthesis by Nanosecond Pulsed Dielectric Barrier Discharge Plasma [J]. Chinese Journal of Applied Chemistry, 2023, 40(2): 268-276.
[4]	Rong CAO, Jie-Zhen XIA, Man-Hua LIAO, Lu-Chao ZHAO, Chen ZHAO, Qi WU. Theoretical Research Progress of Single Atom Catalysts in Electrochemical Synthesis of Ammonia [J]. Chinese Journal of Applied Chemistry, 2023, 40(1): 9-23.
[5]	Dan MENG, Kai-Yuan ZHENG, Shan-Shan CHEN, Zhao-Long ZHUO, Li-Li WANG. Preparation and Luminescence Properties of Silicon and Nitrogen Co⁃doped Carbon Dots Phosphors [J]. Chinese Journal of Applied Chemistry, 2022, 39(11): 1766-1773.
[6]	WU Zhi-Qiang, HAN Xin-Ning, LIU Yang, WANG Gang, ZHAN Hai-Juan, LIU Wan-Yi. Research Progress on Synthesis of Bis(indolyl)methanes under Aqueous or Solvent-free Catalysis [J]. Chinese Journal of Applied Chemistry, 2021, 38(8): 881-896.
[7]	BO Chun-Hui, JIANG Wei-Jia, WANG Yu-Gao, SHI Li-Hong, DONG Chuan. Research Progress on Synthesis of Coal-based Carbon Quantum Dots [J]. Chinese Journal of Applied Chemistry, 2021, 38(7): 767-788.
[8]	LIU Yang, ZHANG Hai-Bao, CHEN Qiang. Research Progress on Ammonia Synthesis Using Low Temperature Plasma [J]. Chinese Journal of Applied Chemistry, 2021, 38(6): 622-636.
[9]	LIU Yu-Ting, SUN Jia-Xi, YIN Da-Wei. Research Progress on the Synthesis and Application of Ferroncene-based Polymers [J]. Chinese Journal of Applied Chemistry, 2021, 38(4): 343-366.
[10]	XIE Zhi-Qi, ZHANG Ting, LI Ying-Wei, WANG Zhou-Jun, DAI Fei, ZHANG Rui-Rui, LIU Rui-Xia. Effect of Synthesis Conditions of Vanadium Phosphorus Oxygen (VPO) Catalyst on Catalytic Performance for Selective Oxidation of Butane [J]. Chinese Journal of Applied Chemistry, 2021, 38(4): 414-421.
[11]	GAO Feng, XU Zi-Di, GUAN Chun-Qian, WANG Yan, ZANG Yun-Hao, QU Jiang-Ying. Green Controllable Synthesis of Sulfur/Graphene Aerogel and Performance of Lithium Sulfur Battery [J]. Chinese Journal of Applied Chemistry, 2021, 38(4): 439-446.
[12]	BI Yipiao, GONG Xue, YANG Fa, RUAN Mingbo, SONG Ping, XU Weilin. Polyvalent MnO_x/C Electrocatalyst for Highly Efficient Nitrogen Reduction Reaction [J]. Chinese Journal of Applied Chemistry, 2020, 37(9): 1048-1055.
[13]	ZHANG Baohua, SHI Lanxiang. One-Pot Synthesis of Aryl/Heteroaryl Aminomethylene Bisphosphonates [J]. Chinese Journal of Applied Chemistry, 2020, 37(8): 877-882.
[14]	MENG Yating, JIAO Yuan, ZHANG Yuan, GAO Yifang, LU Wenjing, LIU Yang, DONG Chuan. Synthesis of Red Emission Fluorescent Carbon Dots and Its Application for Detection of Persulfate [J]. Chinese Journal of Applied Chemistry, 2020, 37(6): 719-725.
[15]	CHEN Lin, MIN Man, LIN Jidi. Synthesis and Antioxidation Activity of 3-Amino-7,8-dimethoxycoumarin and Its Derivatives [J]. Chinese Journal of Applied Chemistry, 2020, 37(12): 1420-1425.