Considering that some sesterterpenoids with novel chemical structures have been
reported very recently, we can look forward to many exciting discoveries of
unknown sesterterpenoids in the near future. Therefore, the present authors believe
that it is worthwhile maintaining a sharp focus on sesterterpenoid research.
References
1. Hanson JR (1986) Sesterterpenoids. Nat Prod Rep 3:123
2. Hanson JR (1992) The sesterterpenoids. Nat Prod Rep 9:481
3. Hanson JR (1996) The sesterterpenoids. Nat Prod Rep 13:529
4. Liu Y, Wang L, Jung JH, Zhang S (2007) Sesterterpenoids. Nat Prod Rep 24:1401
5. Wang L, Yang B, Lin XP, Zhou XF, Liu Y (2013) Sesterterpenoids. Nat Prod Rep 30:455
6. Christianson DW (2006) Structural biology and chemistry of the terpenoid cyclases. Chem
Rev 106:3412
7. Christianson DW (2008) Unearthing the roots of the terpenome. Curr Opin Chem Biol 12:141
8. Christianson DW (2017) Structural and chemical biology of terpenoid cyclases. Chem Rev
117:11570
9. Mitsuhashi T, Rinkel J, Okada M, Abe I, Dickschat JS (2017) Mechanistic characterization of
two chimeric sesterterpene synthases from Penicillium. Chem Eur J 23:10053
10. Hanson JR, White AF (1969) Studies in terpenoid biosynthesis. Part IV. Biosynthesis of the
kaurenolides and gibberellic acid. J Chem Soc C:981
11. Miziorko HM (2011) Enzymes of the mevalonate pathway of isoprenoid biosynthesis. Arch
Biochem Biophys 505:131
12. Rohmer M (1999) The discovery of a mevalonate-independent pathway for isoprenoid
biosynthesis in bacteria, algae and higher plants. Nat Prod Rep 16:565
13. King AJ, Brown GD, Gilday AD, Larson TR, Graham IA (2014) Production of bioactive
diterpenoids in the Euphorbiaceae depends on evolutionarily conserved gene clusters. Plant
Cell 26:3286
14. Hayashi Y, Matsuura N, Toshima H, Itoh N, Ishikawa J, Mikami Y, Dairi T (2008) Cloning of
the gene cluster responsible for the biosynthesis of brasilicardin A, a unique diterpenoid. J
Antibiot 61:164
15. Matsuda Y, Abe I (2016) Biosynthesis of fungal meroterpenoids. Nat Prod Rep 33:26
16. Ferriols VMEN, Yaginuma R, Adachi M, Takada K, Matsunaga S, Okada S (2015) Cloning
and characterization of farnesyl pyrophosphate synthase from the highly branched isoprenoid
producing diatom Rhizosolenia setigera. Sci Rep 5:10246
17. Cimino G, Stefano SD, Minale L (1972) Further linear furanoterpenes from marine sponges.
Tetrahedron 28:5983
18. Ríos T, Pérez CS (1969) Geranylfarnesol, a new acyclic C 25 isoprenoid alcohol isolated from
insect wax. Chem Commun 5:214
19. Nozoe S, Morisaki M, Fukushima K, Okuda S (1968) The isolation of an acyclic C 25 -
isoprenoid alcohol, geranylnerolidol, and a new ophiobolin. Tetrahedron Lett 9:4457
20. Walker RP, Thompson JE, Faulkner DJ (1980) Sesterterpenes from Spongia idia. J Org Chem
45:4976
21. Searle PA, Molinski TF (1994) Scalemic 12-hydroxyambliofuran and 12-acetoxyambliofuran, five tetracyclic furanoditerpenes and a furanosesterterpene from Spongia
sp. Tetrahedron 50:9893
22. Fattorusso E, Lanzotti V, Magno S, Mayol L, Rosa MD, Ialenti A (1991) Linear sesterterpenes
from the Caribbean sponge Thorecta horridus with inflammatory activity. Bioorg Med Chem
Lett 1:639
23. Butler MS, Capon RJ (1992) The luffarins (A–Z), novel terpenes from an Australian marine
sponge, Luffariella geometrica. Aust J Chem 45:1705
Sesterterpenoids
71
reported very recently, we can look forward to many exciting discoveries of
unknown sesterterpenoids in the near future. Therefore, the present authors believe
that it is worthwhile maintaining a sharp focus on sesterterpenoid research.
References
1. Hanson JR (1986) Sesterterpenoids. Nat Prod Rep 3:123
2. Hanson JR (1992) The sesterterpenoids. Nat Prod Rep 9:481
3. Hanson JR (1996) The sesterterpenoids. Nat Prod Rep 13:529
4. Liu Y, Wang L, Jung JH, Zhang S (2007) Sesterterpenoids. Nat Prod Rep 24:1401
5. Wang L, Yang B, Lin XP, Zhou XF, Liu Y (2013) Sesterterpenoids. Nat Prod Rep 30:455
6. Christianson DW (2006) Structural biology and chemistry of the terpenoid cyclases. Chem
Rev 106:3412
7. Christianson DW (2008) Unearthing the roots of the terpenome. Curr Opin Chem Biol 12:141
8. Christianson DW (2017) Structural and chemical biology of terpenoid cyclases. Chem Rev
117:11570
9. Mitsuhashi T, Rinkel J, Okada M, Abe I, Dickschat JS (2017) Mechanistic characterization of
two chimeric sesterterpene synthases from Penicillium. Chem Eur J 23:10053
10. Hanson JR, White AF (1969) Studies in terpenoid biosynthesis. Part IV. Biosynthesis of the
kaurenolides and gibberellic acid. J Chem Soc C:981
11. Miziorko HM (2011) Enzymes of the mevalonate pathway of isoprenoid biosynthesis. Arch
Biochem Biophys 505:131
12. Rohmer M (1999) The discovery of a mevalonate-independent pathway for isoprenoid
biosynthesis in bacteria, algae and higher plants. Nat Prod Rep 16:565
13. King AJ, Brown GD, Gilday AD, Larson TR, Graham IA (2014) Production of bioactive
diterpenoids in the Euphorbiaceae depends on evolutionarily conserved gene clusters. Plant
Cell 26:3286
14. Hayashi Y, Matsuura N, Toshima H, Itoh N, Ishikawa J, Mikami Y, Dairi T (2008) Cloning of
the gene cluster responsible for the biosynthesis of brasilicardin A, a unique diterpenoid. J
Antibiot 61:164
15. Matsuda Y, Abe I (2016) Biosynthesis of fungal meroterpenoids. Nat Prod Rep 33:26
16. Ferriols VMEN, Yaginuma R, Adachi M, Takada K, Matsunaga S, Okada S (2015) Cloning
and characterization of farnesyl pyrophosphate synthase from the highly branched isoprenoid
producing diatom Rhizosolenia setigera. Sci Rep 5:10246
17. Cimino G, Stefano SD, Minale L (1972) Further linear furanoterpenes from marine sponges.
Tetrahedron 28:5983
18. Ríos T, Pérez CS (1969) Geranylfarnesol, a new acyclic C 25 isoprenoid alcohol isolated from
insect wax. Chem Commun 5:214
19. Nozoe S, Morisaki M, Fukushima K, Okuda S (1968) The isolation of an acyclic C 25 -
isoprenoid alcohol, geranylnerolidol, and a new ophiobolin. Tetrahedron Lett 9:4457
20. Walker RP, Thompson JE, Faulkner DJ (1980) Sesterterpenes from Spongia idia. J Org Chem
45:4976
21. Searle PA, Molinski TF (1994) Scalemic 12-hydroxyambliofuran and 12-acetoxyambliofuran, five tetracyclic furanoditerpenes and a furanosesterterpene from Spongia
sp. Tetrahedron 50:9893
22. Fattorusso E, Lanzotti V, Magno S, Mayol L, Rosa MD, Ialenti A (1991) Linear sesterterpenes
from the Caribbean sponge Thorecta horridus with inflammatory activity. Bioorg Med Chem
Lett 1:639
23. Butler MS, Capon RJ (1992) The luffarins (A–Z), novel terpenes from an Australian marine
sponge, Luffariella geometrica. Aust J Chem 45:1705
Sesterterpenoids
71