Table 1 The chemistry of isolated sesquiterpenoids (SQs) and sesquiterpenoid dimers (SQDs) along with their activity against human and murine TLR4.

From: Immunomodulatory of sesquiterpenoids and sesquiterpenoid dimers-based toll-like receptor 4 (TLR4) from Dysoxylum parasiticum stem bark

Compounds

Type

Activity

10β,11-dihydroxy-1β-hydroperoxide-4αH,5αH,7βH-guaiane (1)

Guaiane

Inactive

(1S*,4S*,5R*,10S*)-guai-6-ene-10β-ol (2)

Guaianediol (3)

4α,10α,11-trihydroxy-1βH,5βH-guai-7(8)-ene (4)

Partial antagonist mTLR4

Spathulenol (5)

Aromadendrane

Inactive

4β-10α-dihydroxyaromadendrane (6)

Antagonist TLR4

10β-hydroxy-4α,4β-dimethyl-5αH,7αH-eudesm-3-one (7)

Eudesmane

α-cadinol (8)

Cadinane

Inactive

10-hydroxyl-15-oxo-α-cadinol (9)

Partial antagonist TLR4

Dysotican A (10)

Dysotican B (11)

Antagonist mTLR4

2,15-dihydroxycalamenene (12)

Contrasting effect

Schiffnerone B (13)

Tris-nor-cadinane

Inactive

Aristegelone A (14)

Contrasting effect

Eudesm-4(15)-ene-1β,6α-diol (15)

Eudesmane

Partial antagonist mTLR4

Eudesm-4(15)-ene-1β,6β-diol (16)

Contrasting effect

Dysotican C (17)

Asymmetrical cadinane-dimer

Antagonist TLR4

Dysotican D (18)

Asymmetrical guaiane-dimer

Partial antagonist mTLR4

Dysotican E (19)

Hybrid eudesmane/germacrene-dimer

Dysotican F (20)

Asymmetrical cadinane-dimer

Dysotican G (21)

Symmetrical cadinane-dimer

Inactive

Dysotican H (22)

Antagonist TLR4