Recent Breakthroughs in the Antioxidant and Anti-Inflammatory Effects of Morella and Myrica Species
Abstract
:1. Introduction
2. Myrica and Morella Genera
Species Name a | Distribution | Traditional Uses |
---|---|---|
Morella | ||
Morella adenophora (Hance) J. Herb. | China and Taiwan | Roots and bark to treat bleeding, diarrhea and stomach pain [33]. |
Morella nana (A. Chev.) J. Herb. | China | Fruits are beneficial for dyspepsia [34]. Roots are used to treat bleeding, diarrhea, stomach pain, burns, and skin diseases [35]. Bark is used to treat enteritis [36]. |
Morella serrata (Lam.) Killick | South Africa and Southern African countries extending into tropical Africa | Used to treat asthma, coughing and shortness of breath [37]. The decoction of the root is used to treat painful menstruation, cold, coughs and headaches and to enhance male sexual performance [38]. It is also used in the management of sugar related disorder and as laxative to treat constipation. The stem bark is used to treat headache [39]. |
Morella arborea (Hutch.) Cheek | Cameroon | Bark decoction used to treat fevers and inflammation [40]. |
Morella cerifera (L.) Small | North America | Herb decoction or tincture used as astringent, diaphoretic, as a circulatory stimulant, to treat irritable bowel syndrome, ulcerative colitis, digestive system disorders, diarrhea, dysentery, leukorrhea, mucous colitis, colds, stomatitis, sore throat, measles and scarlet fever, convulsions, nasal catarrh and jaundice [41]. |
Morella salicifolia (Hochst. ex A.Rich.) Verdc. & Polhill | Southeast Africa, Ethiopia and Saudi Arabia | Roots infusion is used to treat gastro-intestinal disorder [42] while roots and bark used in the treatment of headache [43], pain, inflammation and respiratory diseases [44]. |
Myrica | ||
Myrica rubra (Lour.) Siebold & Zucc. | China, Japan, Taiwan and Korea | The various organs are used to treat gastrointestinal diseases, headaches, burns and skin diseases. Leaves are used to treat inflammatory diseases [45]. |
Myrica esculenta Buch.- Ham. ex D. Don | India, South China, Malaysia, Japan, Vietnam and Nepal | Ayuverdic medicine use decoction of bark to treat asthma, bronchitis, fever, lung infection, dysentery, toothache and wounds [46–48]; leaf, root, bark and fruits juice for worms, jaundice and dysentery [48]; Vietnamese folk medicine uses bark to treat catarrhal fever, cough, sore throat and skin disease [49]. |
Myrica gale L. | Europe, Siberia, Canada and Northern USA | Used in the treatment of ulcers, intestinal worms, cardiac disorders and aching muscles [50]. |
Myrica nagi Thunb. | China, Malaya Islands, Pakistan and Nepal | Bark finds its application in reducing inflammations [51] to treat cardiac diseases, bronchitis, gonorrhea, diuresis, dysentery, epilepsy, gargle, heamoptysis, hypothermia, catarrh, headache, menorrhagia, putrid sores, typhoid, face palsy and paralysis and wounds [51,52]. Fruit wax or oil is used for treating ulcers [53], bleeding piles, body ache, toothache and for regulating the menstrual cycle [52]. |
3. Isolated Compounds from Morella/Myrica Species
Compound Name (Number) | Chemical Structure | Current Species Name a, Part of Plant |
---|---|---|
Diarylheptanoids | ||
Myricanone (1) | Mo. adenophora (Hance) J. Herb., roots [58]; Mo. arborea (Hutch.) Cheek, twigs [54]; Mo. nana (A. Chev.) J. Herb, roots [34]; Mo. cerifera (L.) Small, bark [59], twigs [60]; My. gale L. (syn. My. gale var. tormentosa L.), branches [61]; My. rubra (Lour.) Siebold & Zucc., bark [62] | |
5-Deoxymyricanone (2) | Mo. adenophora (Hance) J. Herb., roots [58] | |
Myricananin C (3) | Mo. adenophora (Hance) J. Herb., roots [58]; Mo. nana (A. Chev.) J. Herb., roots [63] | |
12-Hydroxymyricanone (4) | Mo. adenophora (Hance) J. Herb., roots [58]; Mo. nana (A. Chev.) J. Herb, roots [63]; My. gale L. (syn. My. gale var tormentosa L.), branches [61] | |
Porson b (5) | Mo. adenophora (Hance) J. Herb., roots [58]; Mo. nana (A. Chev.) J. Herb, roots [34]; My. gale L. (syn. My. gale var tormentosa L.), branches [61] | |
Myricananin D (6) | Mo. adenophora (Hance) J. Herb., [58]; Mo. nana (A. Chev.) J. Herb, roots [63] | |
Alnusonol (7) | Mo. nana (A. Chev.) J. Herb, roots [63] | |
Actinidione (8) | Mo. adenophora (Hance) J. Herb., roots [58]; Mo. nana (A. Chev.) J. Herb, roots [63] | |
Galeon (9) | Mo. adenophora (Hance) J. Herb., roots [58]; My. gale L. (syn. My. gale var tormentosa L.), branches [64] | |
Myricanol (10) | Mo. adenophora (Hance) J. Herb., roots [58]; Mo. arborea (Hutch.) Cheek, root and stem barks [40], twigs [54]; Mo. cerifera (L.) Small, bark [59], root-bark [65]; My. esculenta Buch.-Ham. ex D.Don, leaves [66]; Mo. nana (A. Chev.) J. Herb, roots [34]; My. rubra (Lour.) Siebold & Zucc., bark [62] | |
Myricanol 11-O-β-d-xylopyranoside (11) | Mo. adenophora (Hance) J. Herb., roots [58]; Mo. arborea (Hutch.) Cheek, root and stem barks [40] | |
Myricanol 11-O-β-d-glucopyranoside (12) | Mo. adenophora (Hance) J. Herb., roots [58]; Mo. nana (A. Chev.) J. Herb, roots [35]; My. rubra (Lour.) Siebold & Zucc., bark [62] | |
Myricanol 5-O-β-d-glucopyranoside (13) | My. rubra (Lour.) Siebold & Zucc., bark [62] | |
Myricanol 5-O-β-d-(6′-O-galloyl)-glucopyranoside (14) | My. rubra (Lour.) Siebold & Zucc., bark [62] | |
Myricananin A (15) | Mo. nana (A. Chev.) J. Herb, roots [63] | |
Juglanin B-11( R)-O-sulphate (16) | My. rubra (Lour.) Siebold & Zucc., leaves [67] | |
Flavonoids | ||
Myricetin 3-O-(2-O-galloyl)-α-l-rhamnopyranoside (17) | My. rubra (Lour.) Siebold & Zucc., leaves [68] | |
Myricetin 3-O-(2-O-galloyl)-β-d-galactopyranoside (18) | My. rubra (Lour.) Siebold & Zucc., leaves [68] | |
Quercetin 3-O-(2-O-galloyl)-β-d-galactopyranoside (19) | My. rubra (Lour.) Siebold & Zucc., leaves [68] | |
Myricetin (20) | Mo. adenophora (Hance) J. Herb., roots [58]; My. rubra (Lour.) Siebold & Zucc., leaves [68], bark [62]; Mo. cerifera (L.) Small, root-bark [65]; My. esculenta Buch.- Ham. ex D.Don, leaves [66] | |
Myricetin-3′-O-sulfate (21) | My. rubra (Lour.) Siebold & Zucc., leaves [67] | |
Ampelopsin 3′-O-sulfate (22) | My. rubra (Lour.) Siebold & Zucc., leaves [67] | |
Myricitrin (23) | Mo. adenophora (Hance) J. Herb., roots [58]; My. rubra (Lour.) Siebold & Zucc., leaves [68], bark [62]; Mo. cerifera (L.) Small, root-bark [65]; My. esculenta Buch.- Ham. ex D.Don, leaves [66] | |
Quercitrin (24) | Mo. adenophora (Hance) J. Herb., roots [58] | |
Adenodimerin A (25) | Mo. adenophora (Hance) J. Herb., roots [58] | |
Myricitrin (23) | Mo. adenophora (Hance) J. Herb., roots [58]; My. rubra (Lour.) Siebold & Zucc., leaves [68], bark [62]; Mo. cerifera (L.) Small, root-bark [65]; My. esculenta Buch.- Ham. ex D.Don, leaves [66] | |
Procyanidin B2 (26) | My. rubra (Lour.) Siebold & Zucc., fruit pulp [69] | |
(−)-Epicathechin (27) | My. rubra (Lour.) Siebold & Zucc., fruit pulp [69]; My. gale L., aerial parts [70] | |
Cyanidin 3-O-glucopyranoside (28) | My. rubra (Lour.) Siebold & Zucc., fruits [45] | |
Miscellaneous Compounds | ||
Myricalactone (29) | Mo. adenophora (Hance) J. Herb., roots [58]; My. gale L. (syn. My. gale var tormentosa L.), stem [64] | |
3β-Trans-p-coumaroyloxy-2α,23-dihydroxyolean-12-en-28-oic acid (30) | Mo. adenophora (Hance) J. Herb., roots [58] | |
Rhoiptelenol (31) | My. rubra (Lour.) Siebold&Zucc., bark [71] | |
Ursolic acid (32) | My. rubra (Lour.) Siebold&Zucc., bark [71] | |
β-Sitosterol (33) | Mo. adenophora (Hance) J. Herb., roots [58]; My. esculenta Buch.- Ham. ex D.Don, leaves [72] | |
6′-O-galloyl orbicularin (34) | Mo. adenophora (Hance) J. Herb., roots [58] | |
Myricadenin A (35) | Mo. adenophora (Hance) J. Herb., roots [58] | |
Myricadenin B (36) | Mo. adenophora (Hance) J. Herb., roots [58] | |
6′-O-galloyl orbicularin (34) | Mo. adenophora (Hance) J. Herb., roots [58] |
4. Biological Activities
4.1. Antioxidant Activity
Compound | Antioxidant Activity (Positive Control Used) | |
---|---|---|
1 | DPPH: EC50 = 202.7 ± 15.8 µM (Ascorbic acid EC50 = 22.25 ± 0.4 µM) [58] ABTS: EC50 = 19.6 ± 0.7 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58] | |
2 | DPPH: EC50 ≥ 250 µM (Ascorbic acid EC50 = 22.25 ± 0.4 µM) [58] ABTS: EC50 = 102.7 ± 12.4 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58] | |
3 | DPPH: EC50 = 16.3 ± 2.8 µM (Ascorbic acid EC50 = 22.25 ± 0.4 µM) [58] ABTS: EC50 = 12.0 ± 0.6 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58] | |
5 | DPPH: EC50 > 250 µM (Ascorbic acid EC50 = 22.25 ± 0.4 µM) [58] ABTS: EC50 = 73.7 ± 0.1 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58] | |
6 | DPPH: EC50 = 87.8 ± 0.0 µM (Ascorbic acid EC50 = 22.25 ± 0.4 µM) [58] EC50 = 14.9 µM (α-Tocopherol EC50 = 27.1 µM) [62] ABTS: EC50 = 85.9 ± 2.7 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58] | |
8 | DPPH: EC50 = 195.4 ± 2.2 µM (Ascorbic acid EC50 = 22.25 ± 0.4 µM) [58] ABTS: EC50 = 89.1 ± 0.6 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58] | |
9 | DPPH: EC50 = 51.1 ± 2.9 µM (Ascorbic acid EC50 = 22.25 ± 0.4 µM) [58] ABTS: EC50 = 26.8 ± 1.6 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58] | |
10 | DPPH: EC50 = 198.9 ± 9.1 µM (Ascorbic acid EC50 = 22.25 ± 0.4 µM) [58] ABTS: EC50 = 22.3 ± 0.6 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58] | |
11 | DPPH: EC50 = 81.6 ± 3.7 µM (Ascorbic acid EC50 = 22.25 ± 0.4 µM) [58] ABTS: EC50 = 25.3 ± 2.6 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58] | |
12 | DPPH: EC50 > 250 µM (Ascorbic acid EC50 = 22.25 ± 0.4 µM) [58] EC50 = 12.9 µM (α-Tocopherol EC50 = 27.1 µM) [62] ABTS: EC50 = 19.6 ± 0.2 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58] | |
13 | DPPH: EC50 > 100 µM (α-Tocopherol EC50 = 27.1 µM) [62] | |
14 | DPPH: EC50 = 6.8 µM (α-Tocopherol EC50 = 27.1 µM) [62] | |
17 | NBT: EC50 = 0.48 ± 0.02 µM (Allopurinol EC50 = 1.23 ± 0.22 µM) [68] | |
18 | NBT: EC50 = 0.67 ± 0.03 µM (Allopurinol EC50 = 1.23 ± 0.22 µM) [68] | |
19 | NBT: EC50 = 1.57 ± 0.30 µM (Allopurinol EC50 = 1.23 ± 0.22 µM) [68] | |
20 | DPPH: EC50 = 15.9 ± 0.0 µM (Ascorbic acid EC50 = 22.25 ± 0.4 µM) [58] EC50 = 2.0 µM (α-Tocopherol EC50 = 27.1 µM) [62] ABTS: EC50 = 15.6 ± 1.4 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58] NBT: EC50 = 7.40 ± 0.24 µM (Allopurinol EC50 = 1.23 ± 0.22 µM) [68] | |
23 | DPPH: EC50 = 2.2 µM (α-Tocopherol EC50 = 27.1 µM) [62] NBT: EC50 = 5.17 ± 0.23 µM (Allopurinol EC50 = 1.23 ± 0.22 µM) [68] Significantly inhibits acrylamide mediated ROS generation and cytotoxicity in Caco-2 cells (p < 0.05) at concentrations ranging from 5.4–21.6 µM (2.5–10 µg/mL) [81]. Significantly attenuated intracellular ROS production at 0.1–10 µM and inhibits lipid peroxidation in brain mitochondria (EC50 = 3.19 ± 0.34 µM) [82] | |
25 | DPPH: EC50 = 7.9 ± 0.3 µM (Ascorbic acid EC50 = 22.25 ± 0.4 µM) [58] ABTS: EC50 = 7.5 ± 0.4 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58] | |
26 | DPPH: EC50 = 3.6 µM (BHA EC50 = 14.2 µM) a [69] | |
27 | DPPH: EC50 = 9.8 µM (BHA EC50 = 14.2 µM) a [69] | |
28 | DPPH activity is directly correlated with its concentration [45] | |
29 | DPPH: EC50 > 250 µM (Ascorbic acid EC50 = 22.25 ± 0.4 µM) [58] ABTS: EC50 = 41.9 ± 0.6 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58] | |
30 | DPPH: EC50 > 250 µM (Ascorbic acid EC50 = 22.25 ± 0.4 µM) [58] ABTS: EC50 > 200 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58] | |
34 | DPPH: EC50 > 250 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58] ABTS: EC50 = 29.3 ± 0.4 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58] | |
35 | DPPH: EC50 > 250 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58]; EC50 = 20.5 µM (α-Tocopherol EC50 = 27.1 µM) [62] ABTS: EC50 = 175.4 ± 3.9 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58] | |
36 | DPPH: EC50 > 250 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58] ABTS: EC50 = 45.8 ± 1.7 µM (Ascorbic acid EC50 = 23.3 ± 0.2 µM) [58] |
4.2. Anti-Inflammatory Activity
Compound | Anti-Inflammatory Activity (Positive Control Used) a | Reference |
---|---|---|
1 | IC50 (iNOS) = 1.0 ± 0.1 µM ( Nῳ-nitro-l-arginine IC50 = 39.5 ± 2.7 µM Aminoguanidine IC50 = 22.2 ± 3.6 µM) | [58] |
3 | IC50 (iNOS) = 13.0 ± 0.9 µM ( Nῳ-nitro-l-arginine IC50 = 39.5 ± 2.7 µM Aminoguanidine IC50 = 22.2 ± 3.6 µM) | [58] |
IC50 (NO) = 63.51 µM ( N-monomethyl-l-arginine IC50 = 64.24 µM) * | [63] | |
4 | IC50 (NO) = 30.19 µM ( N-monomethyl-l-arginine IC50 = 64.24 µM) | [63] |
5 | IC50 (iNOS) = 46.9 ± 3.1 µM ( Nῳ-nitro-l-arginine IC50 = 39.5 ± 2.7 µM Aminoguanidine IC50 = 22.2 ± 3.6 µM) | [58] |
6 | IC50 (NO) = 23 µM ( Nῳ-nitro-l-arginine IC50 = 28 µM) | [71] |
7 | IC50 (NO) = 46.18 µM ( N-monomethyl-l-arginine IC50 = 64.24 µM) | [63] |
10 | IC50 (iNOS) = 7.5 ± 2.7 µM ( Nῳ-nitro-l-arginine IC50 = 39.5 ± 2.7 µM Aminoguanidine IC50 = 22.2 ± 3.6 µM) | [58] |
15 | IC50 (NO) = 45.32 µM ( N-monomethyl-l-arginine IC50 = 64.24 µM) | [63] |
16 | IC50 (TNF-α) = 20.1 ± 2.14 µM (PDTC IC50 = 16.8 ± 2.13 µM; Quercetin IC50 = 13.6 ± 0.81 µM); IC50 (IL-1β) = 22.9 ± 0.75 µM (PDTC IC50 = 18.0 ± 1.74 µM; Quercetin IC50 = 16.9 ± 0.34 µM) IC50 (IL-6) = 22.7 ± 1.61 µM (PDTC IC50 = 16.8 ± 2.40 µM Quercetin IC50 = 16.8 ± 0.13 µM) | [67] |
17 | IC50 (TNF-α) = 12.90 ± 0.84 µM (PDTC IC50 = 25.32 ± 0.51 µM) IC50 (IL-1β) = 18.06 ± 3.16 µM (PDTC IC50 = 23.61 ± 2.17 µM) IC50 (IL-6) = 7.69 ± 2.14 µM (PDTC IC50 = 21.41 ± 1.69 µM) | [68] |
18 | IC50 (TNF-α) = 8.65 ± 1.62 µM (PDTC IC50 = 25.32 ± 0.51 µM) IC50 (IL-1β) = 18.97 ± 2.15 µM (PDTC IC50 = 23.61 ± 2.17 µM) IC50 (IL-6) = 13.14 ± 0.44 µM (PDTC IC50 = 21.41 ± 1.69 µM) | [68] |
19 | IC50 (TNF-α) = 1.55 ± 1.15 µM (PDTC IC50 = 25.32 ± 0.51 µM) IC50 (IL-1β) = 17.84 ± 1.56 µM (PDTC IC50 = 23.61 ± 2.17 µM) IC50 (IL-6) = 8.63 ± 2.14 µM (PDTC IC50 = 21.41 ± 1.69 µM) | [68] |
20 | IC50 (TNF-α) = 65.21 ± 3.11 µM (PDTC IC50 = 25.32 ± 0.51 µM) | [68] |
IC50 (IL-1β) = 22.81 ± 2.51 µM (PDTC IC50 = 23.61 ± 2.17 µM) IC50 (IL-6) = 23.65 ± 6.14 µM (PDTC IC50 = 21.41 ± 1.69 µM) IC50 (NO) = 99 µM ( Nῳ-nitro-l-arginine IC50 = 28 µM) | [71] | |
21 | IC50 (TNF-α) = 19.9 ± 2.45 µM (PDTC IC50 = 16.8 ± 2.13 µM Quercetin IC50 = 13.6 ± 0.81 µM) IC50 (IL-1β) = 20.2 ± 1.42 µM (PDTC IC50 = 18.0 ± 1.74 µM; Quercetin IC50 = 16.9 ± 0.34 µM) IC50 (IL-6) = 22.2 ± 1.14 µM (PDTC IC50 = 16.8 ± 2.40 µM Quercetin IC50 = 16.8 ± 0.13 µM) | [67] |
22 | IC50 (TNF-α) = 20.1 ± 2.14 µM (PDTC IC50 = 16.8 ± 2.13 µM Quercetin IC50 = 13.6 ± 0.81 µM) IC50 (IL-1β) = 22.9 ± 0.75 µM (PDTC IC50 = 18.0 ± 1.74 µM Quercetin IC50 = 16.9 ± 0.34 µM) IC50 (IL-6) = 22.7 ± 1.61 µM (PDTC IC50 = 16.8 ± 2.40 µM Quercetin IC50 = 16.8 ± 0.13 µM) | [67] |
23 | IC50 (iNOS) = 30.9 ± 2.1 µM ( Nῳ-nitro-l-arginine IC50 = 39.5 ± 2.7 µM Aminoguanidine IC50 = 22.2 ± 3.6 µM) | [58] |
IC50 (TNF-α) = 25.20 ± 0.54 µM (PDTC IC50 = 25.32 ± 0.51 µM) IC50 (IL-1β) = 25.04 ± 0.48 µM (PDTC IC50 = 23.61 ± 2.17 µM) IC50 (IL-6) = 13.41 ± 1.81 µM (PDTC IC50 = 21.41 ± 1.69 µM) | [68] | |
IC50 (NO) > 100 µM | [71] | |
24 | IC50 (iNOS) = 45.4 ± 0.89 µM ( Nῳ-nitro-l-arginine IC50 = 39.5 ± 2.7 µM Aminoguanidine IC50 = 22.2 ± 3.6 µM) | [58] |
28 | IC50 (NO) = 30.19 µM ( N-monomethyl-l-arginine IC50 = 64.24 µM) | [63] |
31 | IC50 (NO) = 24 µM ( Nῳ-nitro-l-arginine IC50 = 28 µM | [71] |
32 | IC50 (NO) between 3–10 µM ( Nῳ-nitro-l-arginine IC50 = 28 µM) | [71] |
33 | IC50 (iNOS) = 39.5 ± 2.7 µM ( Nῳ-nitro-l-arginine IC50 = 39.5 ± 2.7 µM Aminoguanidine IC50 = 22.2 ± 3.6 µM) | [58] |
35 | IC50 (iNOS) = 18.1 ± 1.5 µM ( Nῳ-nitro-l-arginine IC50 = 39.5 ± 2.7 µM Aminoguanidine IC50 = 22.2 ± 3.6 µM) | [58] |
IC50 (NO) = 23 µM ( Nῳ-nitro-l-arginine IC50 = 28 µM) | [71] |
5. Conclusions
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Silva, B.J.C.; Seca, A.M.L.; Barreto, M.D.C.; Pinto, D.C.G.A. Recent Breakthroughs in the Antioxidant and Anti-Inflammatory Effects of Morella and Myrica Species. Int. J. Mol. Sci. 2015, 16, 17160-17180. https://doi.org/10.3390/ijms160817160
Silva BJC, Seca AML, Barreto MDC, Pinto DCGA. Recent Breakthroughs in the Antioxidant and Anti-Inflammatory Effects of Morella and Myrica Species. International Journal of Molecular Sciences. 2015; 16(8):17160-17180. https://doi.org/10.3390/ijms160817160
Chicago/Turabian StyleSilva, Bruno J. C., Ana M. L. Seca, Maria Do Carmo Barreto, and Diana C. G. A. Pinto. 2015. "Recent Breakthroughs in the Antioxidant and Anti-Inflammatory Effects of Morella and Myrica Species" International Journal of Molecular Sciences 16, no. 8: 17160-17180. https://doi.org/10.3390/ijms160817160