233
12
References
Monographs and Review Articles
Roy (2019) Terpenoids against human diseases. CRC Press
Perveen S (ed) (2018) Terpenes and terpenoids.
IntechOpen
Bjarke A (ed) (2018) Terpenes: biosynthesis. Applications
and Research, Nova
Dev S (ed) (2017) Handbook of terpenoids, vol I: Triterpenoids. CRC Press
Dev S (ed) (2017) Handbook of terpenoids, vol II: pentacyclic and hexacyclic triterpenoids. CRC Press
Surburg H, Panten J (2016) Common fragrance and flavor
materials, 6th ed. Wiley, Weinheim
Golets M, Ajaikumar S, Mikkola J-P (2015) Catalytic
upgrading of extractives to chemicals: monoterpenes
to exicals. Chem Rev 115:3141–3169
Hu J (ed) New developments in Terpenes research. Nova
Science Publishers
Behr A, Wintzer A (2014) From terpenoids to amines: a
critical review. In: Hu J (ed) New developments in
terpenes research. Nova Science Publishers (Chap.
6)
Eggersdorfer M (2012) Terpenes. In: Ullmann’s encyclopedia of industrial chemistry. Wiley, Weinheim
Schwedt G (2012) Betörende Düfte – Sinnliche Aromen.
Wiley, Weinheim
Habermehl G, Hammann PE, Krebs HC, Ternes W (2008)
Naturstoffchemie – Eine Einführung. Springer, Berlin,
3. Aufl. Kap. 1: Terpene
Corma A, Iborra S, Velty A (2007) Chemical routes for the
transformation of biomass into chemicals. Chem Rev
107: Kap. 4, S. 2472: Terpenes
Kirk-Othmer Encyclopedia of Chemical Technology (2007)
Entry: terpenoids, vol. 24, 6th ed. Wiley
Breitmaier E (2006) Terpenes - Flavors, fragrances, pharmaca, pheromones. Wiley, Weinheim
Monteiro JL, Veloso CO (2004) Catalytic conversion of terpenes into fine chemicals. Top Catal 27:169–180
Terpenoids and steroids - Specialist periodical report,
multi-volume series of review articles. The Royal Society of Chemistry, London
Süßkind P (1986) Perfume - The story of a murderer. Penguin Books, London
Wallach O (1909) Terpene und Campher. Veit, Leipzig
Original Papers
de Oliveira Dias A, Gutiérrez MGP, Villarreal JAA,
Carmo RLLL, Oliveira KCB, Santos AG, dos Santos EN, Gusevskaya E (2019) Sustainable route to
biomass-based amines: rhodium catalyzed hydroaminomethylation in green solvents. Appl Catal 5774:97–
104
Delolo FG, Oliveira KCB, dos Santos EN, Gusevskaya EV
(2019) Hydroformylation of biomass-based hydroxyolefins in eco-friendly solvents: new fragrances from
myrtenol and nopol. Mol Catal 462:1–9
Bruneau C, Fischmeister C, Mandelli D, Carvalho WA, dos
Santos EN, Dixneuf PH, Sarmento Fernandes L (2018)
5 The approximately 3000 diterpenes
include all-trans-retinol, which belongs
to the vitamin A family, and abietic acid,
which occurs in tree resins.
5 An important triterpene is squalene
with the molecular formula C 30 H 50 ,
which is widespread in nature. It is an
intermediate in the synthesis of steroids.
5 The tetraterpenes include the β,βcarotene, which occurs in many fruits,
leaves and roots, e.g. in carrots. It is
responsible for the brown–red color of
the autumn leaves. As provitamin A, it has
a cell-protective effect in our food as an
antioxidant.
? Ten Quickies
1. Name the C-numbers of the following
terpene classes: Diterpenes,
sesquiterpenes, hemiterpenes,
tetraterpenes, monoterpenes!
2. Define “head” and “tail” of the isoprene
molecule! How are the isoprene units
usually linked in nature? Do you know an
exception?
3. Which two biological functions do
terpenes have in nature? Give one
example for each!
4. Describe the recovery of terpenes by
steam distillation!
5. Which two solvents are particularly
suitable for the extraction of terpenes
from natural substances and why?
6. Compare the three types of turpentine oil
with each other!
7. Give two examples each for acyclic
monoterpene hydrocarbons and acyclic
monoterpenols!
8. Which two monoterpenes are the
main components of turpentine oils?
Reproduce their structure!
9. How can the ketone camphor be
produced from the hydrocarbon
camphene? What is camphor used for?
10. Name two examples of important
sesquiterpenes and two examples of
diterpenes!
References
12
References
Monographs and Review Articles
Roy (2019) Terpenoids against human diseases. CRC Press
Perveen S (ed) (2018) Terpenes and terpenoids.
IntechOpen
Bjarke A (ed) (2018) Terpenes: biosynthesis. Applications
and Research, Nova
Dev S (ed) (2017) Handbook of terpenoids, vol I: Triterpenoids. CRC Press
Dev S (ed) (2017) Handbook of terpenoids, vol II: pentacyclic and hexacyclic triterpenoids. CRC Press
Surburg H, Panten J (2016) Common fragrance and flavor
materials, 6th ed. Wiley, Weinheim
Golets M, Ajaikumar S, Mikkola J-P (2015) Catalytic
upgrading of extractives to chemicals: monoterpenes
to exicals. Chem Rev 115:3141–3169
Hu J (ed) New developments in Terpenes research. Nova
Science Publishers
Behr A, Wintzer A (2014) From terpenoids to amines: a
critical review. In: Hu J (ed) New developments in
terpenes research. Nova Science Publishers (Chap.
6)
Eggersdorfer M (2012) Terpenes. In: Ullmann’s encyclopedia of industrial chemistry. Wiley, Weinheim
Schwedt G (2012) Betörende Düfte – Sinnliche Aromen.
Wiley, Weinheim
Habermehl G, Hammann PE, Krebs HC, Ternes W (2008)
Naturstoffchemie – Eine Einführung. Springer, Berlin,
3. Aufl. Kap. 1: Terpene
Corma A, Iborra S, Velty A (2007) Chemical routes for the
transformation of biomass into chemicals. Chem Rev
107: Kap. 4, S. 2472: Terpenes
Kirk-Othmer Encyclopedia of Chemical Technology (2007)
Entry: terpenoids, vol. 24, 6th ed. Wiley
Breitmaier E (2006) Terpenes - Flavors, fragrances, pharmaca, pheromones. Wiley, Weinheim
Monteiro JL, Veloso CO (2004) Catalytic conversion of terpenes into fine chemicals. Top Catal 27:169–180
Terpenoids and steroids - Specialist periodical report,
multi-volume series of review articles. The Royal Society of Chemistry, London
Süßkind P (1986) Perfume - The story of a murderer. Penguin Books, London
Wallach O (1909) Terpene und Campher. Veit, Leipzig
Original Papers
de Oliveira Dias A, Gutiérrez MGP, Villarreal JAA,
Carmo RLLL, Oliveira KCB, Santos AG, dos Santos EN, Gusevskaya E (2019) Sustainable route to
biomass-based amines: rhodium catalyzed hydroaminomethylation in green solvents. Appl Catal 5774:97–
104
Delolo FG, Oliveira KCB, dos Santos EN, Gusevskaya EV
(2019) Hydroformylation of biomass-based hydroxyolefins in eco-friendly solvents: new fragrances from
myrtenol and nopol. Mol Catal 462:1–9
Bruneau C, Fischmeister C, Mandelli D, Carvalho WA, dos
Santos EN, Dixneuf PH, Sarmento Fernandes L (2018)
5 The approximately 3000 diterpenes
include all-trans-retinol, which belongs
to the vitamin A family, and abietic acid,
which occurs in tree resins.
5 An important triterpene is squalene
with the molecular formula C 30 H 50 ,
which is widespread in nature. It is an
intermediate in the synthesis of steroids.
5 The tetraterpenes include the β,βcarotene, which occurs in many fruits,
leaves and roots, e.g. in carrots. It is
responsible for the brown–red color of
the autumn leaves. As provitamin A, it has
a cell-protective effect in our food as an
antioxidant.
? Ten Quickies
1. Name the C-numbers of the following
terpene classes: Diterpenes,
sesquiterpenes, hemiterpenes,
tetraterpenes, monoterpenes!
2. Define “head” and “tail” of the isoprene
molecule! How are the isoprene units
usually linked in nature? Do you know an
exception?
3. Which two biological functions do
terpenes have in nature? Give one
example for each!
4. Describe the recovery of terpenes by
steam distillation!
5. Which two solvents are particularly
suitable for the extraction of terpenes
from natural substances and why?
6. Compare the three types of turpentine oil
with each other!
7. Give two examples each for acyclic
monoterpene hydrocarbons and acyclic
monoterpenols!
8. Which two monoterpenes are the
main components of turpentine oils?
Reproduce their structure!
9. How can the ketone camphor be
produced from the hydrocarbon
camphene? What is camphor used for?
10. Name two examples of important
sesquiterpenes and two examples of
diterpenes!
References