Table 1.
Phloroglucinol-Derived Metroterpenoids and their biological effects.
| Compounds | Source | Activities | Ref. |
|---|---|---|---|
| Psiguajavadial A (1) | Psidium guajava | Cytotoxic effects: HCT116 = IC50 7.60 µM; CCRF-CEM = IC50 25.2 µM; DU145 = IC50 20.2 µM; Huh7 = IC50 48.8 µM; A549 = IC50 2.99 µM | [33,34] |
| Psiguajavadial B (2) | Psidium guajava | Cytotoxic effects: HCT116 = IC50 21.6 µM; CCRF-CEM = IC50 9.63 µM; DU145 = IC50 26.3 µM; Huh7 = IC50 13.7 µM; A549 = IC50 0.90 µM | [33,34] |
| Guadial A (3) | Psidium guajava | Cytotoxic effects: HCT116 = IC50 5.74 µM; CCRF-CEM = IC50 2.95 µM; DU145 = IC50 5.35 µM; Huh7 = IC50 28.0 µM; A549 = IC50 9.62 µM; Enzyme Inhibition: PDE4D-4 = IC50 2.70 μM | [33,34] |
| Guajavadial A (4) | Psidium guajava | Cytotoxic effects: HL-60 = IC50 4.73 µM; A-549 = IC50 5.62 µM; SMMC-7721 = IC50 4.37 µM; MCF-7 = IC50 22.28 µM; SW480 = IC50 14.55 µM; Enzyme Inhibition: PDE4D-4 = IC50 2.01 μM | [35] |
| Guajavadial B (5) | Psidium guajava | Cytotoxic effects: HL-60 = IC50 6.49 µM; A-549 = IC50 5.78 µM; SMMC-7721 = IC50 5.05 µM; MCF-7 = IC50 18.02 µM; SW480 = IC50 13.07 µM | [35] |
| Guajavadial C (6) | Psidium guajava | Cytotoxic effects: HL-60 = IC50 3.38 µM; A-549 = IC50 5.66 µM; SMMC-7721 = IC50 3.54 µM; MCF-7 = IC50 14.54 µM; SW480 = IC50 18.97 µM | [35] |
| Eucalrobusone A (7) | Eucalyptus robusta | Cytotoxic effects: HepG2 = IC50 18.52 µM; U2OS = IC50 45.00 μM | [36] |
| Eucalrobusone C (9) | Eucalyptus robusta | Cytotoxic effects: HepG2 = IC50 7.40 µM; U2OS = IC50 8.99 μM; MCF-7 = IC50 8.50 μM | [36] |
| Eucalrobusone D (10) | Eucalyptus robusta | Cytotoxic effects: HepG2 = IC50 26.78 μM | [36] |
| Eucalrobusone H (14) | Eucalyptus robusta | Cytotoxic effects: U2OS = IC50 42.25 μM | [36] |
| Eugenial B (17) | Eugenia umbelliflora | Cytotoxic effects: K562 = IC50 42.8 μM; Nalm-6 = IC50 70.5 μM; B16F10 = IC50 12.0 μM | [37] |
| Eugenial C (18) | Eugenia umbelliflora | Cytotoxic effects: K562 = IC50 0.38 μM; Nalm-6 = IC50 10.5 μM; B16F10 = IC50 6.0 μM | [37] |
| Eugenial D (19) | Eugenia umbelliflora | Cytotoxic effects: K562 = IC50 1.90 μM; Nalm-6 = IC50 7.75 μM; B16F10 = IC50 3.20 μM | [37] |
| Eugenial E (20) | Eugenia umbelliflora | Cytotoxic effects: K562 = IC50 4.97 μM; Nalm-6 = IC50 29.1 μM; B16F10 = IC50 8.80 μM | [37] |
| Eucalteretials C (23) | Eugenia tereticornis | Cytotoxic effects: HCT116 = IC50 4.8 μM | [37] |
| Eucalypglobulusal F (31) | Eugenia globulus | Cytotoxic effects: CCRF-CEM = IC50 3.3 μM | [37] |
| (+)-Japonicol B (37a) | Hypericum japonicum | Antiviral effects: KSHV = EC50 8.75 μM | [40] |
| (+)-Japonicol E (40a) | Hypericum japonicum | Antiviral effects: KSHV = IC50: 8.30 μM | [41] |
| (−)-Japonicol E (40b) | Hypericum japonicum | Antiviral effects: KSHV = IC50: 24.4 μM | [41] |
| (+)-Japonicol G (42a) | Hypericum japonicum | Antiviral effects: KSHV = IC50: 21.3 μM | [41] |
| (−)-Japonicol G (42b) | Hypericum japonicum | Antiviral effects: KSHV = IC50: 6.7 μM | [41] |
| (+)-Japonicol H (43a) | Hypericum japonicum | Antiviral effects: KSHV = IC50: 4.90 μM | [41] |
| (−)-Japonicol H (43b) | Hypericum japonicum | Antiviral effects: KSHV = IC50: 29.4 μM | [41] |
| Psiguajadial A (44) | Psidium guajava | Enzyme Inhibition: PDE4D-4 = IC50 3.11 μM | [42] |
| Psiguajadial B (45) | Psidium guajava | Enzyme Inhibition: PDE4D-4 = IC50 5.03 μM | [42] |
| Psiguajadial C (46) | Psidium guajava | Enzyme Inhibition: PDE4D-4 = IC50 4.50 μM | [42] |
| Psiguajadial D (47) | Psidium guajava | Enzyme Inhibition: PDE4D-4 = IC50 4.14 μM | [42] |
| Psiguajadial E (48) | Psidium guajava | Enzyme Inhibition: PDE4D-4 = IC50 3.25 μM | [42] |
| Psiguajadial F (49) | Psidium guajava | Enzyme Inhibition: PDE4D-4 = IC50 2.63 μM | [42] |
| Psiguajadial G (50) | Psidium guajava | Enzyme Inhibition: PDE4D-4 = IC50 1.34 μM | [42] |
| Psiguajadial H (51) | Psidium guajava | Enzyme Inhibition: PDE4D-4 = IC50 1.81 μM | [42] |
| Psiguajadial I (52) | Psidium guajava | Enzyme Inhibition: PDE4D-4 = IC50 2.51 μM | [42] |
| Psiguajadial J (53) | Psidium guajava | Enzyme Inhibition: PDE4D-4 = IC50 2.53 μM | [42] |
| Psiguajadial K (54) | Psidium guajava | Enzyme Inhibition: PDE4D-4 = IC50 3.68 μM | [42] |
| Psiguadial A (55) | Psidium guajava | Enzyme Inhibition: PDE4D-4 = IC50 7.26 μM | [42] |
| Guapsidial A (56) | Psidium guajava | Enzyme Inhibition: PDE4D-4 = IC50 5.61 μM | [42] |
| Psiguajadial L (57) | Psidium guajava | Enzyme Inhibition: PDE4D-4 = IC50 1.37 μM | [42] |
| Eucarobustol A (63) | Eucalyptus robusta | Enzyme Inhibition: PTP1B = IC50 1.3 μM | [44] |
| Eucarobustol B (64) | Eucalyptus robusta | Enzyme Inhibition: PTP1B = IC50 4.3 μM | [44] |
| Eucarobustol C (65) | Eucalyptus robusta | Enzyme Inhibition: PTP1B = IC50 4.3 μM | [44] |
| Eucarobustol D (66) | Eucalyptus robusta | Enzyme Inhibition: PTP1B = IC50 2.9 μM | [44] |
| Eucarobustol E (67) | Eucalyptus robusta | Enzyme Inhibition: PTP1B = IC50 4.1 μM | [44] |
| Eucarobustol F (68) | Eucalyptus robusta | Enzyme Inhibition: PTP1B = IC50 5.6 μM | [44] |
| Eucarobustol G (69) | Eucalyptus robusta | Enzyme Inhibition: PTP1B = IC50 1.8 μM | [44] |
| Eucarobustol H (70) | Eucalyptus robusta | Enzyme Inhibition: PTP1B = IC50 3.0 μM | [44] |
| Eucarobustol I (71) | Eucalyptus robusta | Enzyme Inhibition: PTP1B = IC50 1.6 μM | [44] |
| Eucalyptusdimers A (73) | Eucalyptus robusta | Enzyme Inhibition: AChE = IC50 17.71 μM | [44] |