脱氢枞基含氮衍生物的抑菌活性研究

doi:10.3969/j.issn.1673-5854.2020.05.001

生物质化学工程 ›› 2020, Vol. 54 ›› Issue (5): 1-7.doi: 10.3969/j.issn.1673-5854.2020.05.001

• 研究报告 • 下一篇

脱氢枞基含氮衍生物的抑菌活性研究

翟兆兰¹,吕仆²,赵平²,宋湛谦¹,商士斌¹,饶小平^1,^3,*()

1. 中国林业科学研究院林产化学工业研究所; 生物质化学利用国家工程实验室; 国家林业和草原局林产化学工程重点实验室; 江苏省生物质能源与材料重点实验室; 江苏省林业资源高效加工利用协同创新中心, 江苏南京 210042
2. 西南林业大学西南地区林业生物质资源高效利用国家林业局重点实验室, 云南昆明 650224
3. 中国林业科学研究院林业新技术研究所, 北京 100091

收稿日期:2019-09-16 出版日期:2020-09-30 发布日期:2020-09-29
通讯作者: 饶小平 E-mail:rxping2001@163.com
作者简介:翟兆兰(1990-),女,山东平邑人,研究实习员,博士,研究方向为松脂化学利用
基金资助:
国家重点研发计划资助项目(2017YFD0600205)

Antibacterial Activity of Dehydroabietyl Nitrogen Derivatives

Zhaolan ZHAI¹,Pu LYU²,Ping ZHAO²,Zhanqian SONG¹,Shibin SHANG¹,Xiaoping RAO^1,^3,*()

1. Institute of Chemical Industry of Forest Products, CAF; National Engineering Lab. for Biomass Chemical Utilization; Key Lab. of Chemical Engineering of Forest Products, National Forestry and Grassland Administration; Key Lab. of Biomass Energy and Material, Jiangsu Province; Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, Nanjing 210042, China
2. Key Laboratory of State Forestry Administration for Highly-Efficient Utilization of Forestry Biomass Resources in Southwest China, Southwest Forestry University, Kunming 650224
3. Research Institute of Forestry New Technology, CAF, Beijing 100091, China

Received:2019-09-16 Online:2020-09-30 Published:2020-09-29
Contact: Xiaoping RAO E-mail:rxping2001@163.com
Supported by:
国家重点研发计划资助项目(2017YFD0600205)

摘要/Abstract

摘要：

采用平板计数法研究了脱氢枞酸（1）和脱氢枞基含氮衍生物（脱氢枞胺（2）、脱氢枞酸酰胺衍生物（3a~3m）、脱氢枞胺（取代）苯甲醛Schiff碱衍生物（4a~4i））对6种病原真菌的抑制活性。结果表明：脱氢枞胺的抑菌活性优于脱氢枞酸，脱氢枞胺（取代）苯甲醛Schiff碱衍生物的抑菌活性优于脱氢枞酸酰胺衍生物。其中含卤原子的脱氢枞胺（对氯）水杨醛Schiff碱（4d）、脱氢枞胺（间氟）苯甲醛Schiff碱（4f）、脱氢枞胺（对氟）苯甲醛Schiff碱（4g）、脱氢枞胺（对氯）苯甲醛Schiff碱（4h）具有较强的抑菌活性，4h在质量浓度为180 mg/L时对灰葡萄孢、腐皮镰孢和芸苔链格孢的抑制率达100%，抑制率接近阳性对照物放线菌酮。进一步测定了脱氢枞胺（取代）苯甲醛Schiff碱衍生物4d、4f、4g和4h在不同质量浓度下对6种病原真菌的抑菌活性。结果发现4种化合物在不同质量浓度下对灰葡萄孢和芸苔链格孢均具有较好的抑制活性。化合物4f在22.5 mg/L时对6种病原真菌的抑制率最高，均大于95%，而4g在22.5 mg/L时的抑制率却最低，并且4h在45 mg/L时的抑制率较高，上述结果表明苯环上卤原子的取代位置和类型均会影响其在不同质量浓度下的抑菌活性和最佳抑菌活性的质量浓度。

关键词: 松香, 脱氢枞酸, 病原真菌, 抑制率

Abstract:

The antibacterial activities of dehydroabietic acid(1), dehydroabietylamine(2), dehydroabietamide derivatives(3a-3m), dehydroabietylamine benzaldehyde Schiff base derivatives (4a-4i), against six different pathogenic fungi were studied by using plate counting method. The results showed the antibacterial activity of dehydroabietylamine was better than that of dehydroabietic acid, and the antibacterial activities of dehydroabietylamine benzaldehyde Schiff base derivatives were better than that of dehydroabietamide. And the dehydroabietylamine p-chlorosalicylaldehyde Schiff base(4d), dehydroabietylamine m-fluorobenzaldehyde Schiff base(4f), dehydroabietylamine p-fluorobenzaldehyde Schiff base(4g) and dehydroabietylamine p-chlorobenzaldehyde Schiff base(4h) showed strong antibacterial activities. The inhibitory rates of sample 4h against Botrytis cinerea, Fusarium solani and Alternaria brassicae at 180 mg/L were up to 100%, which were close to the positive control, Actinomycin. The antibacterial activities of samples 4d, 4f, 4g and 4h at mass concentrations of 11.25, 22.5, 45 and 90 mg/L against six different pathogenic fungi were further studied. All the samples showed excellent antibacterial activities against Botrytis cinerea and Alternaria brassicae at different mass concentrations. The inhibitory rates of sample 4f at 22.5 mg/L against six different pathogenic fungi were more than 95%, but the sample 4g at 22.5 mg/L showed the lowest inhibitory rate. And the sample 4h at 45 mg/L showed the highest antibacterial activities. The above results demonstrated that the substitution position and the type of the halogen atom on the benzene ring affected the antibacterial activity at different mass concentrations and the concentration of the optimum antibacterial activity.

Key words: rosin, dehydroabietic acid, pathogenic fungi, inhibitory rate

中图分类号:

TQ35

翟兆兰,吕仆,赵平,宋湛谦,商士斌,饶小平. 脱氢枞基含氮衍生物的抑菌活性研究[J]. 生物质化学工程, 2020, 54(5): 1-7.

Zhaolan ZHAI,Pu LYU,Ping ZHAO,Zhanqian SONG,Shibin SHANG,Xiaoping RAO. Antibacterial Activity of Dehydroabietyl Nitrogen Derivatives[J]. Biomass Chemical Engineering, 2020, 54(5): 1-7.

图/表 4

图1

表1

图2

图3

参考文献 17

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化合物compounds	对不同病原真菌的抑制率inhibitory rate to different pathogenic fungi/%
化合物compounds	灰葡萄孢 B. cinerea	腐皮镰孢 F. solani	芸苔链格孢 A. brassicae	禾谷镰孢 F. graminearum	尖孢镰孢 F. oxysporum	采绒革盖菌 C. versicolor
1	53.85	27.78	67.71	23.40	0.00	0.00
2	91.35	81.48	68.75	91.49	84.62	23.88
3a	40.67	5.19	81.25	0.00	24.62	7.46
3b	48.37	0.93	43.13	5.11	10.19	11.94
3c	31.73	3.70	44.79	0.00	-5.77	1.49
3d	62.50	40.74	65.63	42.55	34.62	13.43
3e	23.94	0.00	32.50	0.00	10.00	0.00
3f	21.83	10.19	16.67	8.51	13.27	0.90
3g	74.04	35.19	68.13	31.06	29.23	58.81
3h	38.65	16.67	59.38	0.00	24.62	7.46
3i	67.21	0.00	37.92	7.23	6.73	0.00
3j	96.15	17.59	46.88	17.02	-2.88	19.40
3k	12.98	40.74	48.96	14.89	1.92	0.00
3l	21.63	17.59	51.04	2.13	16.35	10.45
3m	40.87	6.94	44.79	0.00	17.31	0.00
4a	95.19	68.52	66.67	82.98	81.73	19.40
4b	93.27	88.89	89.58	87.23	80.77	53.73
4c	96.39	86.11	90.63	93.62	94.23	55.22
4d	100.00	88.89	100.00	91.49	80.77	86.57
4e	98.56	53.70	95.83	38.30	30.77	19.40
4f	100.00	28.70	87.50	91.49	73.08	55.22
4g	100.00	100.00	100.00	100.00	77.88	29.85
4h	100.00	100.00	100.00	87.23	88.46	49.25
4i	96.15	67.59	72.92	55.32	46.15	19.40
放线菌酮cycloheximide	100.00	100.00	100.00	100.00	100.00	100.00

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脱氢枞基含氮衍生物的抑菌活性研究

Antibacterial Activity of Dehydroabietyl Nitrogen Derivatives

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