CUI Xinyu, XIA Chen, JIN Meng, et al. The Inhibitory Activity of Camellia oleifera Leaves Extract against 5α-Reductase and Chemical Components Analysis[J]. Science and Technology of Food Industry, 2021, 42(19): 97−105. (in Chinese with English abstract). doi: 10.13386/j.issn1002-0306.2021030006.
Citation: CUI Xinyu, XIA Chen, JIN Meng, et al. The Inhibitory Activity of Camellia oleifera Leaves Extract against 5α-Reductase and Chemical Components Analysis[J]. Science and Technology of Food Industry, 2021, 42(19): 97−105. (in Chinese with English abstract). doi: 10.13386/j.issn1002-0306.2021030006.

The Inhibitory Activity of Camellia oleifera Leaves Extract against 5α-Reductase and Chemical Components Analysis

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  • Received Date: March 01, 2021
  • Available Online: August 11, 2021
  • Objective: To study the 5α-Reductase (5α-R) inhibitory activity of Camellia oleifera (COLE) leaves extract, and to analyze the material basis of its extract with high 5α-R inhibitory activity. Method: Firstly, a 5α-R enzymatic reaction system was established, and the 5α-R activity was measured by high performance phase chromatography(HPLC). The extracts of Camellia oleifera leaves with different solvents were prepared, and the 5α-R inhibitory activity was measured and compared, with Dutasteride as the positive drug; 5α-R inhibition rate was used to select the best solvent of Camellia oleifera leaves extract; Folin-Ciocalteu method and sodium nitrite-aluminum nitrate-sodium hydroxide color method was used to determine the total phenol and total flavonoid content of each extract, and correlation between the 5α-R inhibition rate of each extract and the content of polyphenol and flavonoids was analyzed; ultra-high performance liquid chromatography tandem triple quadrupole time-of-flight mass spectrometry (UPLC-TRIPLE TOF-MS/MS) was used to analyze the chemical components of extract with the highest 5α-R inhibitory activity. Results: The enzymatic reaction system was determined as follows: 300 μL of phosphate buffer, 500 μL of 0.76 mg/mL enzyme extract, 50 μL of 2.0 mmol/L testosterone, 50 μL of sample, 2.0 mmol/L of NADPH 100 μL, reacted at 37 ℃ for 30 min. Different Camellia oleifera extracts had different levels of 5α-R inhibitory activity. The 50% ethanol extract of Camellia oleifera had the highest inhibition rate, reaching 49.77% ± 4.43%. Taking 5α-R inhibitory effect as an indicator, 50% ethanolwas the best extraction solvent. Pearson correlation analysis showed that the 5α-R inhibition rate of each Camellia oleifera extract was highly correlated with the content of total phenols and total flavonoids (r>0.6, r>0.8); UPLC-TRIPLE TOF-MS/MS analysis 22 kinds substances, five of which were reported that had the 5α-R inhibitory activity. Conclusion: The extract of Camellia oleifera leaves had 5α-R inhibitory activity and was a potential 5α-R inhibitor. Its inhibitory activity was related to the content of polyphenols and flavonoids. Quercetin, rutin, catechin, 3-O-galloyl-4, 6, -[(S)-hexahydroxybiphth-aloyl]-α/β-D-glucopyranose (Gemin D), 3, 4, 6-tri-O-galloyl-α/β-D-glucopyranose (GAG), might be the material basis for COLE to exert 5α-R inhibitory activity.
  • [1]
    单雨婷, 路永红. 雄激素及雄激素受体在痤疮发病中的作用[J]. 皮肤病与性病,2016,38(2):108−112. [Shan Y T, Lu Y H. Androgens and androgen receptors in the pathogenesis of acne[J]. Dermatology and Veneral Diseases,2016,38(2):108−112. doi: 10.3969/j.issn.1002-1310.2016.02.011
    [2]
    鞠强. 痤疮的临床与实验研究[D]. 北京: 中国协和医科大学, 2004: 88-91.

    Ju Q. Clinical and experimental study on acne[D]. Beijing: Peking Union Medical College, 2004: 88-91.
    [3]
    Avila D M, Fuqua S A, George F W, et al. Identification of genes expressed in the rat prostate that are modulated differently by castration and finasteride treatment[J]. The Journal of Endocrinology,1998,159(3):403. doi: 10.1677/joe.0.1590403
    [4]
    Nantermet Pascale V, Xu Jian, Yu Yuan jiang, et al. Identification of genetic pathways activated by the androgen receptor during the induction of proliferation in the ventral prostate gland[J]. Journal of Biological Chemistry,2004,279(2):1310−1322. doi: 10.1074/jbc.M310206200
    [5]
    Scailteux L, Rioux-Leclercq N, Vincendeau S, et al. Use of 5α-reductase inhibitors for benign prostate hypertrophy and risk of high grade prostate cancer: A French population-based study[J]. BJU international,2019,123(2):293−299. doi: 10.1111/bju.14495
    [6]
    Occhiato E G, Guarna A, Danza G, et al. Selective non-steroidal inhibitors of 5α-reductase type 1[J]. The Journal of Steroid Biochemistry and Molecular Biology,2004,88(1):1−16. doi: 10.1016/j.jsbmb.2003.10.004
    [7]
    Naphatsorn K, Wandee R, Nual-Anong N, et al. 5α-reductase inhibition and hair growth promotion of some Thai plants traditionally used for hair treatment[J]. Ethnopharmacol,2012,139:765−771. doi: 10.1016/j.jep.2011.12.010
    [8]
    Takami H, Kishibayashi N, Ishii A, et al. Indole and benzimidazole derivatives as steroid 5α-reductase inhibitors in the rat prostate[J]. Bioorganic & Medicinal Chemistry,1998,6(12):2441−2448.
    [9]
    Nahata A, Dixit Vk. Evaluation of 5α-reductase inhibitory activity of certain herbs useful as antiandrogens[J]. Andrologia,2014,46(6):592−601. doi: 10.1111/and.12115
    [10]
    Silva Ortiz, Aylin V, Bratoeff, et al. Synthesis of new derivatives of 21-imidazolyl-16-dehydropregnenolone as inhibitors of 5 alpha-reductase 2 and with cytotoxic activity in cancer cells[J]. Bioorganic and Medicinal Chemistry,2017,25(5):1600−1607. doi: 10.1016/j.bmc.2017.01.018
    [11]
    Iwai A, Yoshimura T, Wada K, et al. Spectrophotometric method for the assay of steroid 5α-reductase activity of rat liver and prostate microsomes[J]. Analytical Sciences,2013,29(4):455−459. doi: 10.2116/analsci.29.455
    [12]
    Irwig M S. Persistent sexual side effects of finasteride: Could they be permanent?[J]. Journal of Sexual Medicine,2012,9(11):2927−2932. doi: 10.1111/j.1743-6109.2012.02846.x
    [13]
    Cauci S, Chiriacò G, Cecchin E, et al. Androgen receptor (AR) gene (CAG)n and (GGN)n length polymorphisms and symptoms in young males with long-lasting adverse effects after finasteride use against androgenic alopecia[J]. Sexual Medicine,2017,5(1):e61−71. doi: 10.1016/j.esxm.2016.11.001
    [14]
    Diviccaro S, Melcangi R C, Giatti S. Post-finasteride syndrome: An emerging clinical problem[J]. Neurobiology of Stress,2020,12:100209. doi: 10.1016/j.ynstr.2019.100209
    [15]
    Niederprüm H J, Schweikert H U, Zänker K S. Testosterone 5α-reductase inhibition by free fatty acids from Sabal serrulata fruits[J]. Phytomedicine,1994,1(2):127−133. doi: 10.1016/S0944-7113(11)80030-9
    [16]
    Weisser H, Tunn S, Behnke B, et al. Effects of the sabal serrulata extract IDS 89 and its subfractions on 5 alpha-reductase activity in human benign prostatic hyperplasia.[J]. The Prostate,1996,28(5):300−306. doi: 10.1002/(SICI)1097-0045(199605)28:5<300::AID-PROS5>3.0.CO;2-F
    [17]
    邓桂球, 张蓓, 孔秀娟, 等. 红花提取物对Ⅰ型及Ⅱ型5α-还原酶的抑制活性研究[J]. 中国药业,2015,24(14):17−20. [Deng G Q, Zhang B, Kong X J, et al. Study on the inhibitory activity of safflower extract on 5α-reductase of type I and type II[J]. China Pharmaceutical Industry,2015,24(14):17−20.
    [18]
    姚新成, 顾承志, 王新兵, 等. 具有5α-还原酶抑制作用的天然植物的研究进展[J]. 天然产物研究与开发,2014,26(5):800−805. [Yao X C, Gu C Z, Wang X B, et al. Research progress of 5α-reductase inhibition in natural plants[J]. Natural Products Research and Development,2014,26(5):800−805.
    [19]
    Aggarwal S, Verma A, Shukla R, et al. An overview of phytotherapeutic approaches for the treatment of benign prostatic hyperplasia[J]. Mini Reviews in Medicinal Chemistry,2014,14(3):257−270. doi: 10.2174/1389557514666140123124321
    [20]
    Melo Ezer A, Bertero Eduardo B, Rios Luiz A S, et al. Evaluating the efficiency of a combination of Pygeum africanum and stinging nettle (Urtica dioica) extracts in treating benign prostatic hyperplasia (BPH): double-blind, randomized, placebo controlled trial.[J]. International Brazilian Journal of Urology,2002,28(5):418−25.
    [21]
    王苗苗, 韩飞, 严欢, 等. 薰衣草提取物对Ⅰ型及Ⅱ型5α-还原酶的抑制活性研究[J]. 食品研究与开发,2018,39(18):38−43. [Wang M M, Han F, Yan H, et al. Effects of lavender extract on the inhibitory activity of type I and type II 5α-reductase[J]. Journal of food research and development,2018,39(18):38−43. doi: 10.3969/j.issn.1005-6521.2018.18.007
    [22]
    巫传玲, 马松涛, 王富琴, 等. 莲子心提取物对5α-还原酶的抑制作用研究[J]. 中国药业,2012,21(10):17−18. [Wu C L, Ma S T, Wang F Q, et al. Inhibition of 5α -reductase from lotus seed heart extract[J]. China Pharmaceutical Industry,2012,21(10):17−18. doi: 10.3969/j.issn.1006-4931.2012.10.008
    [23]
    杨小青, 宋金春, 侯孝晨. 甲基莲心碱和异莲心碱对5α-还原酶抑制作用的研究[J]. 中国药师, 2016, 19(3): 495-498.

    Yang X Q, Song J C, Hou X C. Effects of neferine methyl and isoneferine on the inhibition of 5 α -reductase[J]. Chinese journal of medicine, 2016, 19(3): 495-498.
    [24]
    罗晓伟. 油茶蒲醇提取物抑制5α-还原酶及对前列腺疾病的作用[D]. 杭州: 浙江大学, 2011.

    Luo Xiaowei. Inhibition of 5α-reductase and its effect on prostate diseases by ethanol extract of Camellia oleatum[D]. Hangzhou: Zhejiang University, 2011.
    [25]
    张蓓. 用于脂溢性脱发的中药5α-还原酶抑制剂的筛选及侧柏叶的生发药效评价研究[D]. 广州: 广州中医药大学, 2015: 22-23.

    Zhang Bei. Screening of traditional Chinese medicine 5α-reductase inhibitors for seborrheic alopecia and evaluation of the germinal efficacy of Platycladus orientalis[D]. Guangzhou: Guangzhou University of Chinese Medicine, 2015: 22-23.
    [26]
    车璐. 香水莲花抗氧化及抑制5α-还原酶的研究[D]. 杭州: 浙江大学, 2013: 32.

    CheLu. Study on antioxidant and inhibition of 5α -reductase in lotus flower[D]. Hangzhou: Zhejiang University, 2013: 32.
    [27]
    Kazuya M, Kazuma N, Masato K, et al. Inhibitory activities of Puerariae Flos against testosterone 5α-reductase and its hair growth promotion activities[J]. Journal of Natural Medicines,2012,66(1):158−165. doi: 10.1007/s11418-011-0570-6
    [28]
    安徽省食品行业协会团体标准 T/AHFIA 005-2018 植物提取物及其制品中总多酚含量的测定 分光光度法[S]. 安徽省: 食品行业协会, 2019.

    Anhui Provincial Food Industry Association Group Standard T/AHFIA 005-2018 Determination of polyphenols in plant extracts and their products by spectrophotometry[S]. Anhui Province: Food Industry Association, 2019.
    [29]
    湖南省地方标准 DB43/T 476-2009 植物源性总黄酮的测定[S]. 湖南省: 技术质量监督局, 2009.

    Hunan Provincial local standard DB43/T 476-2009 Determination of total flavonoids of plant origin[S]. Hunan Province: Technical quality Supervision Bureau, 2009.
    [30]
    王微. 香水莲花提取物改善阿尔兹海默症学习记忆能力的作用研究[D]. 杭州: 浙江大学, 2019.

    Wang W. Study on the effect of perfume Lotus extract on learning and memory ability of Alzheimer's disease[D]. Hangzhou: Zhejiang University, 2019.
    [31]
    Saurabh Aggarwal, Suresh Thareja, Abhilasha Verma, et al. An overview on 5α-reductase inhibitors[J]. Steroids,2010,75(2):109−153. doi: 10.1016/j.steroids.2009.10.005
    [32]
    穆鑫, 薛蔚. 度他雄胺治疗良性前列腺增生症的临床研究进展[J]. 中国新药与临床杂志,2013,32(2):97−100. [Cheng X, Xue W. Clinical progress of dutamide in the treatment of benign prostatic hyperplasia[J]. Chinese Journal of New Drugs and Clinic,2013,32(2):97−100.
    [33]
    Hiipakka R A, Zhang H Z, Dai W, et al. Structure-activity relationships for inhibition of human 5α-reductases by polyphenols[J]. 2002, 63(6): 1165−1176.
    [34]
    周琛媛, 董柳青, 赵波, 等. 油茶蒲提取物抑制前列腺增生活性化合物的分离与鉴定[J]. 天然产物研究与开发,2017,29(4):553−558. [Zhou C Y, Dong L Q, Zhao B, et al. Isolation and identification of prostatic hyperplasia activity compounds from the extract of Camellia camellia[J]. Research and Development of Natural Products,2017,29(4):553−558.
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