Article(id=1304406849520947823, tenantId=1146029695717560320, journalId=1302319053441957962, issueId=1304406828071281069, articleNumber=null, orderNo=null, doi=10.7501/j.issn.0253-2670.2026.02.004, pmid=null, cstr=null, oa=null, hot=0, price=null, onlineType=0, articleFormat=0, articleType=null, articleTypeStr=null, receivedDate=1762531200000, receivedDateStr=2025-11-08, revisedDate=null, revisedDateStr=null, acceptedDate=null, acceptedDateStr=null, onlineDate=1788924427633, onlineDateStr=2026-09-09, pubDate=null, pubDateStr=null, doiRegisterDate=null, doiRegisterDateStr=null, onlineIssueDate=1788924427633, onlineIssueDateStr=2026-09-09, onlineJustAcceptDate=null, onlineJustAcceptDateStr=null, onlineFirstDate=null, onlineFirstDateStr=null, sourceXml=null, magXml=null, createTime=1788924427633, creator=13701087609, updateTime=1788924427633, updator=13701087609, issue=Issue{id=1304406828071281069, tenantId=1146029695717560320, journalId=1302319053441957962, year='2026', volume='57', issue='2', pageStart='393', pageEnd='788', issueExtLink='null', onlineDate='null', pubDate='1769529600000', pubDateStr='2026-01-28', beforeIssueId=null, nextIssueId=null, price=null, status=1, issueComplete=1, articleOrder=1, issueType=-1, specialIssue=null, createTime=1788924422518, creator='13701087609', updateTime=1788924652596, updator='13701087609', preIssue=null, nextIssue=null, articleTotal=null, ext={EN=IssueExt(id=1304407793138688830, tenantId=1146029695717560320, journalId=1302319053441957962, issueId=1304406828071281069, language=EN, specialIssueTitle=, coverIllustrator=null, specialIssueEditor=, specialIssueAbout=), CN=IssueExt(id=1304407793138688831, tenantId=1146029695717560320, journalId=1302319053441957962, issueId=1304406828071281069, language=CN, specialIssueTitle=, coverIllustrator=null, specialIssueEditor=, specialIssueAbout=)}, issueFiles=null, downloadFileDto=null}, startPage=414, endPage=424, ext={EN=ArticleExt(id=1304406849885852273, articleId=1304406849520947823, tenantId=1146029695717560320, journalId=1302319053441957962, language=EN, title=Chemical constituents from Mallotus repandus, columnId=null, journalTitle=Chinese Traditional and Herbal Drugs, columnName=null, runingTitle=null, highlight=null, articleAbstract=Objective To investigate the chemical constituents of Mallotus repandus. Methods The compounds were separated and purified using a variety of chromatographic techniques, including silica gel and ODS column chromatography, as well as semi-preparative HPLC. Their structures were established by NMR and mass spectroscopy analysis. The antimicrobial activities of these isolates were evaluated by the broth microdilution method. Results Twenty-nine compounds were obtained from the dichloromethane extract of the twigs and leaves of M. repandus and identified as 3-O-cis-caffeoyl betulinic acid (1) , ergosta-4,6,8(14),22-tetraen-3-one (2), β-sitostenone (3), 5,8-epidioxyergosta-6,9(11),22-trien-3-ol (4), N(N'-benzoyl-S*-phenylalaninyl)-S*-phenylalaninolbenzoate (5), aurantiamide acetate (6), isoechinulin A (7), 6-geranylnaringenin (8), questin (9), 1,3,8-trihydroxy-6-methyl-9,10-anthracenedione (10), flavoglaucin (11), isodihydroauroglaucin (12), isoaspergin (13), 5'-cis-isotetrahydroauroglaucin (14), (E)-6-hydroxy-7-(3-methyl-2-butenyl)-2-(3-oxobut-1-enyl)chroman-5-carbaldehyde (15), camellia chlorophyllide Ⅱ (16), 132(R)-hydroxypheophorbide-a ethyl ester (17), ethyl pheophorbide a (18), ligulariaphytin A (19), (−)-α-tocospirone (20), α-tocospiro B (21), δ-tocopherol (22), α-tocopherolquinone (23), 5-methoxypinosylvin (24), dehydroabietic acid (25), (5E,7E)-9-oxooctadeca-5,7-dienoicacid (26), (10E,12E)-ethyl-9-oxo-octadeca-10,12-dienoate (27), (10E,12Z)-9-hydroxy-10,12-octadecadienoic acid (28) and palmitic acid (29), respectively. Compound 13 has a minimum inhibitory concentration (MIC) of 128 μg/mL against Enterococcus faecalis, 16 μg/mL against methicillin-resistant Staphylococcus aureus (MRSA), and 4 μg/mL against Cryptococcus neoformans. Compound 15 has an MIC of 128 μg/mL against E. faecalis, 64 μg/mL against MRSA, and 8 μg/mL against C. neoformans.Conclusion Compounds 2, 4, 8, 9, 1119, and 2428 were reported from Euphorbiaceae plants for the first time, compounds 1, 3, 5, 7, 20, 21, and 23 were reported from the genus Mallotus for the first time, and compounds 6, 10, and 22 were reported from M. repandus for the first time. Compounds 13 and 15 have notable inhibitory effects on E. faecalis, MRSA, and C. neoformans., authors=LI Wenyi, ZHENG Kexin, ZHENG Wenlin, GUO Yaping, ZHOU Le, HE Zhendan, WU Yan, authorsList=LI Wenyi, ZHENG Kexin, ZHENG Wenlin, GUO Yaping, ZHOU Le, HE Zhendan, WU Yan, authorCompany=null, correspAuthors=null, authorNote=null, correspAuthorsNote=null, copyrightStatement=null, copyrightOwner=null, extLink=null, articleAbsUrl=null, sourceXml=null, magXml=null, pdfUrl=null, pdf=null, pdfFileSize=null, pdfExtLink=null, richHtmlUrl=null, mobilePdfUrl=null, reviewReport=null, pdfFirstPage=null, abstractGraph=null, abstractGraphContent=null, abstractVideo=null, citation=null, cebUrl=null, magXmlContent=null, mapNumber=null, fund=null), CN=ArticleExt(id=1304406849760023152, articleId=1304406849520947823, tenantId=1146029695717560320, journalId=1302319053441957962, language=CN, title=石岩枫的化学成分研究, columnId=1304140187169214944, journalTitle=中草药, columnName=化学成分, runingTitle=null, highlight=null, articleAbstract=目的 研究石岩枫Mallotus repandus的化学成分。方法 采用硅胶、ODS、凝胶及半制备高效液相等色谱技术进行分离纯化,通过质谱和核磁共振波谱等方法对化合物进行结构鉴定,采用肉汤微量稀释法评价化合物的抗菌活性。结果 从石岩枫提取物的二氯甲烷部位共分离得到29个化合物,分别鉴定为3-O-cis-caffeoyl betulinic acid(1)、麦角甾-4,6,8(14),22-四烯-3-酮(2)、豆甾-4-烯-3-酮(3)、5,8-表二氧麦角甾-6,9(11),22-三烯-3-醇(4)、N(N'-benzoyl-S*-phenylalaninyl)-S*-phenylalaninolbenzoate(5)、金色酰胺醇酯(6)、isoechinulin A(7)、6-香叶草基柚皮素(8)、大黄素-8-甲醚(9)、大黄素(10)、灰绿曲霉黄色素(11)、异二氢金色灰绿曲霉素(12)、异曲霉素(13)、5'-顺式-四氢金色灰绿曲霉素(14)、(E)-6-hydroxy-7-(3-methyl-2-butenyl)-2-(3-oxobut-1-enyl) chroman-5-carbaldehyde(15)、camellia chlorophyllide Ⅱ(16)、13²(R)-hydroxypheophorbide-a ethyl ester(17)、ethyl pheophorbide a(18)、ligulariaphytin A(19)、(–)-α-tocospirone(20)、α-tocospiro B(21)、δ-生育酚(22)、α-托可醌(23)、5-methoxypinosylvin(24)、脱氢枞酸(25)、(5E,7E)-9-oxooctadeca-5,7-dienoicacid(26)、(10E,12E)-ethyl-9-oxo-octadeca-10,12-dienoate(27)、(10E,12Z)-9-hydroxy-10,12-octadecadienoic acid(28)和棕榈酸(29)。化合物13对粪肠球菌Enterococcus faecalis的最低抑菌浓度(minimum inhibitory concentration,MIC)值为128 μg/mL,对耐甲氧西林金黄色葡萄球菌(methicillin-resistant Staphylococcus aureus,MRSA)的MIC值为16 μg/mL,对新型隐球菌Cryptococcus neoformans的MIC值为4 μg/mL;化合物15对粪肠球菌的MIC值为128 μg/mL,对MRSA的MIC值为64 μg/mL,对新型隐球菌的MIC值为8 μg/mL。结论 化合物248911192428为首次从大戟科植物中分离得到,化合物1357202123为首次从野桐属植物中分离得到,化合物61022为首次从石岩枫中分离得到。化合物1315对粪肠球菌、MRSA及新型隐球菌有一定的抑制作用。, authors=李文依1,2, 郑可欣1,2, 郑文琳1,2, 郭亚萍2, 周乐2, 贺震旦2, 吴炎2,3, authorsList=李文依, 郑可欣, 郑文琳, 郭亚萍, 周乐, 贺震旦, 吴炎, authorCompany=1 深圳大学医学部药学院, 广东 深圳 518060;
2 深圳技术大学药学院, 广东 深圳 518118;
3 暨南大学教育部中药现代化与创新药物研究国际合作联合实验室, 广东 广州 510632, correspAuthors=吴炎, authorNote=李文依: 李文依,硕士研究生,研究方向为中药及天然药物活性成分。E-mail: 2310415068@email.szu.edu.cn, correspAuthorsNote=null, copyrightStatement=null, copyrightOwner=null, extLink=null, articleAbsUrl=null, sourceXml=null, magXml=null, pdfUrl=null, pdf=jj7GwNjAyBRWWRBR6A7wxA==, pdfFileSize=1211449, pdfExtLink=null, richHtmlUrl=null, mobilePdfUrl=null, reviewReport=null, pdfFirstPage=null, abstractGraph=null, abstractGraphContent=null, abstractVideo=null, citation=null, cebUrl=null, magXmlContent=null, mapNumber=null, fund=国家自然科学基金资助项目 (82373751); 教育部中药现代化与创新药物研究国际合作联合实验室开放合作课题基金)}, authors=null, keywords=[Keyword(id=1304406850003292786, tenantId=1146029695717560320, journalId=1302319053441957962, articleId=1304406849520947823, language=CN, orderNo=1, keyword=石岩枫), Keyword(id=1304406850062013043, tenantId=1146029695717560320, journalId=1302319053441957962, articleId=1304406849520947823, language=CN, orderNo=2, keyword=大戟科), Keyword(id=1304406850124927604, tenantId=1146029695717560320, journalId=1302319053441957962, articleId=1304406849520947823, language=CN, orderNo=3, keyword=抗菌活性), Keyword(id=1304406850200425077, tenantId=1146029695717560320, journalId=1302319053441957962, articleId=1304406849520947823, language=CN, orderNo=4, keyword=麦角甾-4,6,8(14),22-四烯-3-酮), Keyword(id=1304406850263339638, tenantId=1146029695717560320, journalId=1302319053441957962, articleId=1304406849520947823, language=CN, orderNo=5, keyword=金色酰胺醇酯), Keyword(id=1304406850326254199, tenantId=1146029695717560320, journalId=1302319053441957962, articleId=1304406849520947823, language=CN, orderNo=6, keyword=6-香叶草基柚皮素), Keyword(id=1304406850384974456, tenantId=1146029695717560320, journalId=1302319053441957962, articleId=1304406849520947823, language=CN, orderNo=7, keyword=大黄素-8-甲醚), Keyword(id=1304406850456277625, tenantId=1146029695717560320, journalId=1302319053441957962, articleId=1304406849520947823, language=CN, orderNo=8, keyword=异曲霉素), Keyword(id=1304406850552746618, tenantId=1146029695717560320, journalId=1302319053441957962, articleId=1304406849520947823, language=EN, orderNo=1, keyword=Mallotus repandus (Willd.) 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石岩枫的化学成分研究
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中草药 | 化学成分 2026,57(2): 414-424
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中草药 |化学成分 2026 , 57 (2) : 414 -424
石岩枫的化学成分研究
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李文依1,2, 郑可欣1,2, 郑文琳1,2, 郭亚萍2, 周乐2, 贺震旦2, 吴炎2,3
作者信息
    1 深圳大学医学部药学院, 广东 深圳 518060;
    2 深圳技术大学药学院, 广东 深圳 518118;
    3 暨南大学教育部中药现代化与创新药物研究国际合作联合实验室, 广东 广州 510632
通讯作者:
吴炎
作者简介:
李文依: 李文依,硕士研究生,研究方向为中药及天然药物活性成分。E-mail: 2310415068@email.szu.edu.cn
Chemical constituents from Mallotus repandus
  • LI Wenyi, ZHENG Kexin, ZHENG Wenlin, GUO Yaping, ZHOU Le, HE Zhendan, WU Yan
  • Affiliations
    doi: 10.7501/j.issn.0253-2670.2026.02.004
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    目的 研究石岩枫Mallotus repandus的化学成分。方法 采用硅胶、ODS、凝胶及半制备高效液相等色谱技术进行分离纯化,通过质谱和核磁共振波谱等方法对化合物进行结构鉴定,采用肉汤微量稀释法评价化合物的抗菌活性。结果 从石岩枫提取物的二氯甲烷部位共分离得到29个化合物,分别鉴定为3-O-cis-caffeoyl betulinic acid(1)、麦角甾-4,6,8(14),22-四烯-3-酮(2)、豆甾-4-烯-3-酮(3)、5,8-表二氧麦角甾-6,9(11),22-三烯-3-醇(4)、N(N'-benzoyl-S*-phenylalaninyl)-S*-phenylalaninolbenzoate(5)、金色酰胺醇酯(6)、isoechinulin A(7)、6-香叶草基柚皮素(8)、大黄素-8-甲醚(9)、大黄素(10)、灰绿曲霉黄色素(11)、异二氢金色灰绿曲霉素(12)、异曲霉素(13)、5'-顺式-四氢金色灰绿曲霉素(14)、(E)-6-hydroxy-7-(3-methyl-2-butenyl)-2-(3-oxobut-1-enyl) chroman-5-carbaldehyde(15)、camellia chlorophyllide Ⅱ(16)、13²(R)-hydroxypheophorbide-a ethyl ester(17)、ethyl pheophorbide a(18)、ligulariaphytin A(19)、(–)-α-tocospirone(20)、α-tocospiro B(21)、δ-生育酚(22)、α-托可醌(23)、5-methoxypinosylvin(24)、脱氢枞酸(25)、(5E,7E)-9-oxooctadeca-5,7-dienoicacid(26)、(10E,12E)-ethyl-9-oxo-octadeca-10,12-dienoate(27)、(10E,12Z)-9-hydroxy-10,12-octadecadienoic acid(28)和棕榈酸(29)。化合物13对粪肠球菌Enterococcus faecalis的最低抑菌浓度(minimum inhibitory concentration,MIC)值为128 μg/mL,对耐甲氧西林金黄色葡萄球菌(methicillin-resistant Staphylococcus aureus,MRSA)的MIC值为16 μg/mL,对新型隐球菌Cryptococcus neoformans的MIC值为4 μg/mL;化合物15对粪肠球菌的MIC值为128 μg/mL,对MRSA的MIC值为64 μg/mL,对新型隐球菌的MIC值为8 μg/mL。结论 化合物248911192428为首次从大戟科植物中分离得到,化合物1357202123为首次从野桐属植物中分离得到,化合物61022为首次从石岩枫中分离得到。化合物1315对粪肠球菌、MRSA及新型隐球菌有一定的抑制作用。
    石岩枫  /  大戟科  /  抗菌活性  /  麦角甾-4,6,8(14),22-四烯-3-酮  /  金色酰胺醇酯  /  6-香叶草基柚皮素  /  大黄素-8-甲醚  /  异曲霉素
    Objective To investigate the chemical constituents of Mallotus repandus. Methods The compounds were separated and purified using a variety of chromatographic techniques, including silica gel and ODS column chromatography, as well as semi-preparative HPLC. Their structures were established by NMR and mass spectroscopy analysis. The antimicrobial activities of these isolates were evaluated by the broth microdilution method. Results Twenty-nine compounds were obtained from the dichloromethane extract of the twigs and leaves of M. repandus and identified as 3-O-cis-caffeoyl betulinic acid (1) , ergosta-4,6,8(14),22-tetraen-3-one (2), β-sitostenone (3), 5,8-epidioxyergosta-6,9(11),22-trien-3-ol (4), N(N'-benzoyl-S*-phenylalaninyl)-S*-phenylalaninolbenzoate (5), aurantiamide acetate (6), isoechinulin A (7), 6-geranylnaringenin (8), questin (9), 1,3,8-trihydroxy-6-methyl-9,10-anthracenedione (10), flavoglaucin (11), isodihydroauroglaucin (12), isoaspergin (13), 5'-cis-isotetrahydroauroglaucin (14), (E)-6-hydroxy-7-(3-methyl-2-butenyl)-2-(3-oxobut-1-enyl)chroman-5-carbaldehyde (15), camellia chlorophyllide Ⅱ (16), 132(R)-hydroxypheophorbide-a ethyl ester (17), ethyl pheophorbide a (18), ligulariaphytin A (19), (−)-α-tocospirone (20), α-tocospiro B (21), δ-tocopherol (22), α-tocopherolquinone (23), 5-methoxypinosylvin (24), dehydroabietic acid (25), (5E,7E)-9-oxooctadeca-5,7-dienoicacid (26), (10E,12E)-ethyl-9-oxo-octadeca-10,12-dienoate (27), (10E,12Z)-9-hydroxy-10,12-octadecadienoic acid (28) and palmitic acid (29), respectively. Compound 13 has a minimum inhibitory concentration (MIC) of 128 μg/mL against Enterococcus faecalis, 16 μg/mL against methicillin-resistant Staphylococcus aureus (MRSA), and 4 μg/mL against Cryptococcus neoformans. Compound 15 has an MIC of 128 μg/mL against E. faecalis, 64 μg/mL against MRSA, and 8 μg/mL against C. neoformans.Conclusion Compounds 2, 4, 8, 9, 1119, and 2428 were reported from Euphorbiaceae plants for the first time, compounds 1, 3, 5, 7, 20, 21, and 23 were reported from the genus Mallotus for the first time, and compounds 6, 10, and 22 were reported from M. repandus for the first time. Compounds 13 and 15 have notable inhibitory effects on E. faecalis, MRSA, and C. neoformans.
    Mallotus repandus (Willd.) Müll.Arg.  /  Euphorbiaceae  /  antimicrobial activities  /  ergosta-4,6,8(14),22-tetraen-3-one  /  aurantiamide acetate  /  bonannione A  /  questin  /  isoaspergin
    李文依, 郑可欣, 郑文琳, 郭亚萍, 周乐, 贺震旦, 吴炎. 石岩枫的化学成分研究. 中草药, 2026 , 57 (2) : 414 -424 . DOI: 10.7501/j.issn.0253-2670.2026.02.004
    LI Wenyi, ZHENG Kexin, ZHENG Wenlin, GUO Yaping, ZHOU Le, HE Zhendan, WU Yan. Chemical constituents from Mallotus repandus[J]. Chinese Traditional and Herbal Drugs, 2026 , 57 (2) : 414 -424 . DOI: 10.7501/j.issn.0253-2670.2026.02.004

      国家自然科学基金资助项目 (82373751); 教育部中药现代化与创新药物研究国际合作联合实验室开放合作课题基金

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    浙江省卫生厅. 浙江天目山药用植物志. 上集[M]. 杭州:浙江人民出版社, 1965:956.
    Hasan M M, Uddin N, Hasan M R, et al. Analgesic and anti-inflammatory activities of leaf extract of Mallotus repandus (Willd.) Muell. Arg[J]. Biomed Res Int, 2014, 2014:539807.
    Lai P X, Zhang X C, Zhu L, et al. Chemical composition, and evaluation of antibacterial, antibiofilm and synergistic effects with conventional antibiotics of essential oil from Mallotus repandus[J]. RecNatProd, 2021, 15(4):324-329.
    Lin J M, Lin C C, Chen M F, et al. Scavenging effects of Mallotus repandus on active oxygen species[J]. J Ethnopharmacol, 1995, 46(3):175-181.
    Mondal M, Hossain M M, Hasan M R, et al. Hepatoprotective and antioxidant capacity of Mallotus repandus ethyl acetate stem extract against d-galactosamine-induced hepatotoxicity in rats[J]. ACS Omega, 2020, 5(12):6523-6531.
    Ratnayake P, Samaratunga U, Perera I, et al. Aqueous distillate of mature leaves of Vernonia zeylanica (L.) Less. and Mallotus repandus (Rottler) Müll. Arg. cued from traditional medicine exhibits rapid wound healing properties[J]. J Ethnopharmacol, 2024, 324:117763.
    郑文琳, 李文依, 陈烨琪, 等. 粗糠柴果实的化学成分研究[J]. 中草药, 2025, 56(6):1888-1895.
    Cho J Y, Kim C M, Lee H J, et al. Caffeoyl triterpenes from pear (Pyrus pyrifolia Nakai) fruit peels and their antioxidative activities against oxidation of rat blood plasma[J]. J Agric Food Chem, 2013, 61(19):4563-4569.
    王玲琼, 徐巧林, 董丽梅, 等. 油茶果壳化学成分研究[J]. 热带亚热带植物学报, 2017, 25(1):81-86.
    Li W H, Chang S T, Chang S C, et al. Isolation of antibacterial diterpenoids from Cryptomeria japonica bark[J]. Nat Prod Res, 2008, 22(12):1085-1093.
    姜北, 赵勤实, 彭丽艳, 等. 雪茶化学成分研究(英文)[J]. 云南植物研究, 2002, 24(4):525-530.
    Chang R J, Wang C H, Zeng Q, et al. Chemical constituents of the stems of Celastrus rugosus[J]. Arch Pharm Res, 2013, 36(11):1291-1301.
    Wahidulla S, D'Souza L, Kamat S Y. Dipeptides from the red Alga Acantophora spicifera[J]. Phytochemistry, 1991, 30(10):3323-3325.
    罗明和, 黄洪波, 卢来春, 等. 海洋真菌Eurotium amstelodami SCSIO 151二酮哌嗪吲哚生物碱类次生代谢产物的研究[J]. 天然产物研究与开发, 2015, 27(1):50-54.
    Bruno M, Savona G, Lamartina L, et al. New flavonoids from Bonannia graeca (L.) halacsy[J]. Heterocycles, 1985, 23(5):1147.
    梁妍, 田维熙, 马晓丰. 首乌藤的化学成分[J]. 沈阳药科大学学报, 2009(7):536-538.
    郑圣龚, 何立铭, 王聪, 陶韦新, 张克勇, 蔡由生. 土壤来源拟盾壳霉属真菌Paraconiothyrium sp.ACC31771的次级代谢产物研究[J]. 中国抗生素杂志, 2025, 50(4):416-421.
    王发左, 黄智, 史雪凤, 等. 南海沉积环境来源真菌Eurotium sp. scsio F452的次生代谢产物研究[J]. 中国海洋药物, 2013, 32(1):7-12.
    Miyake Y, Ito C, Itoigawa M, et al. Antioxidants produced by Eurotium herbariorum of filamentous fungi used for the manufacture of karebushi, dried bonito (Katsuobushi)[J]. Biosci Biotechnol Biochem, 2009, 73(6):1323-1327.
    黄玉玲, 马丽英, 荣先国, 等. 海洋真菌Aspergillus sp.中的苯甲醛衍生物研究[J]. 中草药, 2012, 43(5):837-840.
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    2026年第57卷第2期
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    doi: 10.7501/j.issn.0253-2670.2026.02.004
    • 接收时间:2025-11-08
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    2种不同金属材料的力学参数

    Family
    属数
    Number of
    genus
    种数
    Number of
    species
    占总种数比例
    Percentage of
    total species (%)

    Genus
    种数
    Number of
    species
    占总种数比例
    Percentage of total
    species (%)
    鹅膏菌科Amanitaceae 2 11 5.26 鹅膏菌属 Amanita 10 4.78
    小菇科 Mycenaceae 2 12 5.74 丝盖伞属 Inocybe 5 2.39
    多孔菌科 Polyporaceae 8 14 6.70 蜡蘑属 Laccaria 5 2.39
    红菇科 Russulaceae 3 23 11.00 小皮伞属 Marasmius 6 2.87
    小菇属 Mycena 11 5.26
    光柄菇属 Pluteus 5 2.39
    红菇属 Russula 17 8.13
    栓菌属 Trametes 5 2.39
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