Nauclea officinalis: A Chinese medicinal herb with phytochemical, biological, and pharmacological effects

Liu, Bin; Geng, Qi; Cao, Zhiwen; Li, Li; Lu, Peipei; Lin, Lin; Yan, Lan; Lu, Cheng

doi:10.1186/s13020-022-00691-8

Chinese Medicine

Table 1 The phytochemistry and biological activity of N. officenalis

From: Nauclea officinalis: A Chinese medicinal herb with phytochemical, biological, and pharmacological effects

No	Identification compound	Source	Category	Molecular formula	biological activity
1	Naucleficine [30]	Stems	Indole alkaloid	C₂₀H₁₄N₂O₂	N/A
2	Nauclefidine [30, 36, 37]	Stems	Indole alkaloid	C₁₆H₁₂N₂0₂	Anti-inflammatory antivirus
3	Nauclefoline [30]	Stems	Indole alkaloid	C₁₉H₁₆N₂0₃	N/A
4	Naucleaoffines A [37]	Stems leaves	Indole alkaloid	C₂₀H₂₄N₂O₃	Anti-inflammatory antivirus
5	Naucleaoffines B [37]	Stems leaves	Indole alkaloid	C₂₀H₂₄N₂O₃	Anti-inflammatory antivirus
6	3,14-Dihydroangustine [37, 47]	Stems Leaves	Indole alkaloid	C₂₀H₁₇N₃O	Anti-inflammatory Antivirus
7	3,14,18,19-Tetrahydroangustine [37]	Stems Leaves	Indole alkaloid	C₂₀H₁₇N₃O	Anti-inflammatory Antivirus
8	Angustoline [12, 40, 42, 47, 48]	Stems Bark	Indole alkaloid	C₂₀H₁₇N₃O₂	Anti-inflammatory Anti-tumor Anticholinesterase
9	Angustine [37, 40,41,42, 47, 48]	Bark	Indole alkaloid	C₂₀H₁₅N₃O	Anti-inflammatory Antivirus Vasorelaxant Anticholinesterase
10	Naucletine [37, 40, 41]	Bark	Indole alkaloid	C₂₀H₁₅N₃O₂	Anti-inflammatory Antivirus Vasorelaxant Anticholinesterase
11	Naucleofficine H [11]	Stems	Indole alkaloid	C₂₀H₂₂N₂O₂	Anti-inflammatory Antivirus
12	Strictosamide [11, 14, 28, 29, 31, 35, 36, 47,48,49,50,51,52]	Stems	Indole alkaloid	C₂₆H₃₀N₂O₈	Anti-inflammatory Antivirus Anti-microbial Antimalarial Analgesic Anticholinesterase
13	Vincosamide [14, 28, 29, 35, 36, 48, 50]	Stems	Indole alkaloid	C₂₆H₃₀N₂O₈	Anti-tumor Anti-inflammatory Anti-microbial Antimalarial
14	Naucleactonin A [2, 37]	Bark Wood	Indole alkaloid	C₁₉H₁₄N₂O₃	Anti-inflammatory Antivirus
15	Naucleactonin B [2]	Bark Wood	Indole alkaloid	C₂₀H₁₈N₂O₄	N/A
16	(E)-2-(1-β-D-glucopyrano-syloxybut-2-en-2-yl)-3-(hydroxymethyl)-6,7-dihydro-indolo[2,3-a] quinolizin-4(12H)-one [12]	Stems Bark	Indole alkaloid	C₂₆H₂₉N₂O₈	Antimalarial
17	(E)-1-propenyl-12-β-D-glucopyranosyloxy-2,7,8-trihydro-indolo[2,3-a]pyran[3,4-g]quinolizin-4,5(13H)-dione [12]	Stems Bark	Indole alkaloid	C₂₆H₂₆N₂O₉	Antimalarial
18	(E)-2-(1-hydroxybut-2-en-2-yl)-11-β-D-glucopyranosyloxy-6,7-di-hydro-indolo[2,3-a]quinolizin-4(12H)-one [12]	Stems Bark	Indole alkaloid	C₂₅H₂₈N₂O₈	Antimalarial
19	Naucleofficine III [7, 53]	Stems Bark	Indole alkaloid	C₂₀H₂₂N₂O₃	Anti-tumor
20	1-(1-hydroxyethyl)-10-hydroxy-7,8-dihydro-indolo[2,3-a]pirydine[3,4-g]quinolizin-5(13H)-one(10-hydroxyangustoline [12]	Stems Bark	Indole alkaloid	C₂₀H₁₇N₃O₃	Antimalarial
21	Naucleidinal [7, 12, 36]	Stems Bark	Indole alkaloid	C₂₀H₂₁N₂O₃	Anti-tumor
22	Naucline [7, 41, 54]	Bark Stems Leaves	Indole alkaloid	C₂₀H₁₈N₂O₂	Vasorelaxant Anticholinesterase
23	Angustidine [40, 41]	Bark	Indole alkaloid	C₁₉H₁₅N₃O	Anticholinesterase
24	Nauclefine [40,41,42, 47]	Bark	Indole alkaloid	C₁₈H₁₃N₃O	Anti-inflammatory Vasorelaxant Anticholinesterase
25	1,2,3,4-tetrahydro-1-oxo-β-carboline [42]	Twigs	Indole alkaloid	C₁₁H₁₂N₂	Anti-inflammatory
26	3β,19α,23,24-tetrahydroxyurs-12-en-28-oic acid [46]	Stems	Pentacyclic triterpenoid	C₃₀H₄₈O₆	Anti-inflammatory
27	2β,3β,19α,24-tetrahydroxyurs-12-en-28-oic acid [46]	Stems	Pentacyclic triterpenoid	C₃₀H₄₈O₆	Anti-inflammatory
28	Naucleamide G [7, 28, 38]	Stems Leaves	Indole alkaloid	C₂₅H₃₂N₂O₈	Anti-inflammatory
29	Nauclealomide B [38]	Leaves	Indole alkaloid	C₂₆H₃₀N₂O₁₀	N/A
30	Nauclealomide C [38]	Leaves	Indole alkaloid	C₂₆H₃₀N₂O₁₀	N/A
31	3α,5α-tetrahydrodeoxycordifoline lactam [29]	Stems	Indole alkaloid	C₂₇H₃₀N₂O₁₀	Anti-inflammatory
32	Naucleamide A-10-O-β-D-glucopyranoside [28, 29, 36, 47, 55]	Stems	Indole alkaloid	C₂₆H₃₄N₂O₉	Anti-inflammatory
33	Paratunamide C [38]	Leaves	Indole alkaloid	C₂₆H₃₀N₂O₁₁	N/A
34	Paratunamide D [38]	Leaves	Indole alkaloid	C₂₆H₃₀N₂O₁₁	N/A
35	Paratunamide A [38]	Leaves	Indole alkaloid	C₂₆H₃₀N₂O₁₁	N/A
36	17-O-methyl-19-(Z)-naucline [31, 39]	Stems Leaves	Indole alkaloid	C₂₁H₂₀N₂O₃	Anti-inflammatory
37	17-oxo-19-(Z)-naucline [42]	Bark Twigs	Indole alkaloid	C₂₀H₁₆N₂O₃	Anti-inflammatory
38	Naucleoffieine H [31]	Stems Bark	Indole alkaloid	C₂₀H₂₂N₂O₃	Anti-inflammatory
39	Pumiloside [11, 28, 29, 36, 47, 48, 50, 56]	Stems	Quinoline alkaloid	C₂₆H₂₈N₂O₉	Anti-inflammatory Anti-microbial Antivirus
40	3-epi-pumiloside [14, 29, 36, 50]	Stems	Quinoline alkaloid	C₂₆H₂₈N₂O₉	Anti-inflammatory Anti-microbial
41	Pyrocincholic acid 3β-O-α-L-rhamnopyranoside [9]	Stems	Pentacyclic triterpenoid	C₃₅H₅₆O₇	Anti-tumor
42	Pyrocincholic acid 3β-O-α-L-rhamnopyranosy1-28-O-β-D-glucopyranosyl-(1–6)-β-D-glucopyranosyl ester [9]	Stems	Pentacyclic triterpenoid	C₄₇H₇₆O₁₇	Anti-tumor
43	Pyrocincholic acid 3β-O-α-L-rhamnopyranosy1-28-O-β-D-glucopyranosyl ester [9]	Stems	Pentacyclic triterpenoid	C₄₁H₆₆O₁₂	Anti-tumor
44	Protocatechuic acid [35, 36]	Stems	Phenolic acid	C₇H₅O₄	Antioxidation Anti-inflammatory Anti-microbial
45	Chlorogenic acid [35, 36]	Stems	Phenolic acid	C₁₆H₁₇O₉	Antioxidation Anti-inflammatory Anti-microbial

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