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天然产物

从自然界存在的生物体内分离、提取得到的有机化合物被称为天然产物,它们在动、植物体内通过生化作用和光合作用形成。例如,淀粉来源于植物的种子、茎及根块;蛋白质则主要来自肉类、乳品、蛋类以及谷物和豆类;许多药物如麻黄碱、薄荷脑、蛇胆等都源自相应生物体;而蓝色染料靛蓝与红色染料茜素分别从天然靛叶和茜草中提取;天然香料如麝香、茉莉、玫瑰等亦来自特定动、植物。

在大多数情况下,这些天然产物对产生它们的植物、昆虫或微生物而言似乎是不必需的,这与糖类、氨基酸、核酸及其多聚体等其他有机化合物显著不同。例如吗啡仅存在于少数几种植物中,如罂粟属的刚毛罂粟和虞美人以及头花千金藤;尽管人类使用它作为镇痛药,但其在这些植物中的功能仍不清楚。青霉素是由少数真菌产生的,而不会被其他生物产生。尽管它们作为抗菌药物用于治疗各种感染性疾病,在产生它们的微生物中却无明显用途。

海洋天然产物指的是从海洋生物中提取的一系列有机物质,包括脂肪族、芳香族、萜类、甾醇以及含氮、含硫等各种类型的化合物。海洋是一个蕴藏丰富药理活性天然产物的宝库,其中生活着地球上约80%的动植物和大约1500种细菌。例如,海藻在中国已有悠久的历史被用作食品和药物,《神农本草经》中就有记载“海藻疗瘿”、“牡蛎强骨节,杀邪气”。海藻富含各种独特结构的有机化合物,其代谢产物具有多种多样的生理活性,特别是以卤素为特征的萜类、脂肪族化合物、含硫和含氮类化合物以及甾醇类化合物等都表现出显著的抗菌及抗心血管疾病的作用。高分子多糖,如醇脂、褐藻胶和卡拉胶,也是由海藻中制得,在工业及医药上具有重要应用价值。

从海洋数千种有毒生物中提取出的强效生理活性成分(如河豚毒素)是大自然赐予人类的宝贵财富。研究发现,在海洋动物的提取物中约10%有抗P388淋巴细胞白血病和KB细胞的作用;而约3.5%的海洋植物提取物具有抗肿瘤或细胞毒性作用。美国研究人员在400多种海洋天然产物中,发现了100种具有生物、药理活性的化合物。

中文名称 英文名称 CAS号 化学式 结构式图片
—— Senecionin 130-01-8 C18H25NO5
Senecionin
—— 5-Hydroxy-4,15,16-trimethoxy-10,10-dimethyl-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(16),2(7),3,5,13(17),14-hexaen-10-ium 6872-88-4 C21H26NO4+
5-Hydroxy-4,15,16-trimethoxy-10,10-dimethyl-10-azatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadeca-1(16),2(7),3,5,13(17),14-hexaen-10-ium
—— Iso-echitamin 6871-44-9 C22H29N2O4
Iso-echitamin
—— Serpentinine 36519-42-3 C42H45N4O5+
Serpentinine
—— 6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate 61276-17-3 C29H36O15
6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
—— 4H-1-Benzopyran-4-one, 3-((O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-(6-deoxy-alpha-L-mannopyranosyl-(1-6))-beta-D-galactopyranosyl)oxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)- 109008-28-8 C33H40O19
4H-1-Benzopyran-4-one, 3-((O-6-deoxy-alpha-L-mannopyranosyl-(1-2)-O-(6-deoxy-alpha-L-mannopyranosyl-(1-6))-beta-D-galactopyranosyl)oxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-
—— Ergosta-7,22-dien-3-one 32507-77-0 C28H44O
Ergosta-7,22-dien-3-one
—— (1S,2S,4S,7Z,8S,9S)-7-ethylidene-1',6'-dimethoxyspiro[11-oxa-5-azatricyclo[6.3.1.04,9]dodecane-2,3'-indole]-2'-one 82375-30-2 C21H26N2O4
(1S,2S,4S,7Z,8S,9S)-7-ethylidene-1',6'-dimethoxyspiro[11-oxa-5-azatricyclo[6.3.1.04,9]dodecane-2,3'-indole]-2'-one
—— (3E)-3-[2-[(1R,4aS,8aS)-5,5,8a-trimethylspiro[3,4,4a,6,7,8-hexahydro-1H-naphthalene-2,2'-oxirane]-1-yl]ethylidene]oxolan-2-one 115753-79-2 C20H30O3
(3E)-3-[2-[(1R,4aS,8aS)-5,5,8a-trimethylspiro[3,4,4a,6,7,8-hexahydro-1H-naphthalene-2,2'-oxirane]-1-yl]ethylidene]oxolan-2-one
—— Olean-12-en-3-one 638-97-1 C30H48O
Olean-12-en-3-one
—— 5,7,3'-tri-O-methyl-(-)-epicatechin 97914-19-7 C18H20O6
5,7,3'-tri-O-methyl-(-)-epicatechin
—— α-Lumicolchicin 7183-82-6 C44H50N2O12
α-Lumicolchicin
—— Hexahydrocurcumin 36062-05-2 C21H26O6
Hexahydrocurcumin
—— akuammiline 1897-26-3 C23H26N2O4
akuammiline
—— costunolide 553-21-9 C15H20O2
costunolide
—— eupatolide 553-21-9 C15H20O2
eupatolide
—— 13-Epimanool 1438-62-6 C20H34O
13-Epimanool
—— Manool 596-85-0 C20H34O
Manool
—— Methyllinderone 3984-73-4 C17H16O5
Methyllinderone
—— (+/-)-3-epierysotrine 27740-43-8 C19H23NO3
(+/-)-3-epierysotrine
—— α-Amyrin hexadecanoate 22255-10-3 C46H80O2
α-Amyrin hexadecanoate
—— Taraxeron 514-07-8 C30H48O
Taraxeron
—— Toraxeron, Protalnulin, Skimmion 514-07-8 C30H48O
Toraxeron, Protalnulin, Skimmion
—— (+/-)-hypophyllanthin 33676-00-5 C24H30O7
(+/-)-hypophyllanthin
—— 9<i>t</i>-(3,4-dimethoxy-phenyl)-4-methoxy-7<i>r</i>,8<i>c</i>-bis-methoxymethyl-6,7,8,9-tetrahydro-naphthalene 33676-00-5 C24H30O7
9<i>t</i>-(3,4-dimethoxy-phenyl)-4-methoxy-7<i>r</i>,8<i>c</i>-bis-methoxymethyl-6,7,8,9-tetrahydro-naphthalene
—— humulene-1,2-monoepoxide 19888-34-7 C15H24O
humulene-1,2-monoepoxide
—— (1S,2S,5S,8R,9R)-2,9-diacetoxyclovane 2649-68-5 C19H30O4
(1S,2S,5S,8R,9R)-2,9-diacetoxyclovane
—— Clovandiol 2649-64-1 C15H26O2
Clovandiol
—— 2β,9β-dihydroxymethoxyclovane 2649-64-1 C15H26O2
2β,9β-dihydroxymethoxyclovane
—— Grossamide 80510-06-1 C36H36N2O8
Grossamide
—— Abietinsaeure 514-10-3 C20H30O2
Abietinsaeure
—— 4-epi-abietic acid 514-10-3 C20H30O2
4-epi-abietic acid
—— abieta-8,11,13-triene-15,18-diol 65894-41-9 C20H30O2
abieta-8,11,13-triene-15,18-diol
—— Glycodeoxycholsaeure 360-65-6 C26H43NO5
Glycodeoxycholsaeure
—— deoxycholylglycine 360-65-6 C26H43NO5
deoxycholylglycine
—— Glykodeoxycholsaeure 360-65-6 C26H43NO5
Glykodeoxycholsaeure
—— (24S)-24-methoxy-13-methyl-5,7,19,21,25-pentaoxa-13-azahexacyclo[12.11.0.02,10.04,8.015,23.018,22]pentacosa-2,4(8),9,15(23),16,18(22)-hexaene 2718-25-4 C21H21NO6
(24S)-24-methoxy-13-methyl-5,7,19,21,25-pentaoxa-13-azahexacyclo[12.11.0.02,10.04,8.015,23.018,22]pentacosa-2,4(8),9,15(23),16,18(22)-hexaene
—— phyllanthin 10351-88-9 C24H34O6
phyllanthin
—— 17α-Methyl-5β-androstan-3β,17β-diol 641-82-7 C20H34O2
17α-Methyl-5β-androstan-3β,17β-diol
—— songorine 509-24-0 C22H31NO3
songorine
—— caffeic acid amide 1202-41-1 C9H9NO3
caffeic acid amide
—— 18-Methyl-11-methylen-Δ<sup>4</sup>-estren-3,17-dion 54024-17-8 C20H26O2
18-Methyl-11-methylen-Δ<sup>4</sup>-estren-3,17-dion
—— nudiposide 34425-25-7 C27H36O12
nudiposide
—— Chondrillasterolacetat 4651-46-1 C31H50O2
Chondrillasterolacetat
—— (-)-leuconolam 93710-27-1 C19H22N2O3
(-)-leuconolam
—— integerrimine 130-01-8 C18H25NO5
integerrimine
—— cardanol 501-26-8 C21H34O
cardanol
—— (+/-)-triptoquinone A 137758-96-4 C20H24O4
(+/-)-triptoquinone A
—— α-amanitin 23109-05-9 C39H54N10O14S
α-amanitin
—— β-anhydroepidigitoxigenin 1901-24-2 C23H32O3
β-anhydroepidigitoxigenin